C4450 Organic Chemistry III - synthesis

Faculty of Science
Spring 2025
Extent and Intensity
2/0/0. 2 credit(s) (fasci plus compl plus > 4). Recommended Type of Completion: zk (examination). Other types of completion: k (colloquium).
In-person direct teaching
Teacher(s)
doc. Mgr. Kamil Paruch, Ph.D. (lecturer)
Guaranteed by
doc. Mgr. Kamil Paruch, Ph.D.
Department of Chemistry – Chemistry Section – Faculty of Science
Supplier department: Department of Chemistry – Chemistry Section – Faculty of Science
Prerequisites
( C3022 Organic Chemistry II/1 || C3050 Organic Chemistry II )&& C5500 Stereochemistry of Org. Comp. && C7410 Structure and Reactivity
General, organic and physical chemistry
Course Enrolment Limitations
The course is also offered to the students of the fields other than those the course is directly associated with.
fields of study / plans the course is directly associated with
there are 8 fields of study the course is directly associated with, display
Course objectives
The course is a logical extension of introductory classes Organic Chemistry I (C2021) and Organic Chemistry II (C3050). The major goal is to provide the students with a comprehensive overview of modern synthetic methods routinely used in the organic chemistry laboratory and in industry, so that the students will be able to apply them in planning of effective preparations of organic compounds.
Learning outcomes
After passing the course, students will be able to design viable syntheses of organic molecules using traditional and modern methods of organic synthesis.
Syllabus
  • 1.General terms and principles and their application in organic synthesis.
  • 2.Enolate chemistry. Preparation of enolates and selectivity of their formation. Usage of enolates in organic synthesis. Stereoselective reactions of enolates.
  • 3.Enolate chemistry. Aldol reaction, Claisen reaction. Stereoselective reaction. Double stereodifferentiation. Wittig and Petersen reaction. Chemistry of sulfur ylides. Corey-Tchaykovsky reaction.
  • 4.Selective nucleophilic additions to carbonyl group. Cram, Karabatsos, Felkin-Ahn and Heathcock models.
  • 5.Interconversions of functional groups.
  • 6.Interconversions of functional groups. Mitsunobu, Eschenmoser reactions, hydroborations. Iodolactonization.
  • 7.Oxidation. Swern, Dess-Martin, Oppenauer, Sharpless and Jacobsen oxidation. Synthetic application. Epoxidation, dihydroxylation, preparation of vicinal aminoalcohols.
  • 8.Reduction. Shapiro, Birch reduction. Catalytic hydrogenation, diimide reactions, hydrosilylations.
  • 9.Rearrangements, pericyclic reactions. Cope, Claisen rearrangement. Diels-Alder, ene reactions and their hetero modifications.
  • 10.Organometallic reactions. Grignard reagents, Stille, Suzuki and McMurry reactions, conjugate addition of organocuprates, reactions of organozinc reagents. Palladium reactions.
  • 11.Multicomponent reactions. Mannich, Strecker, Ugi reactions and their stereoselective examples.
  • 12.Multistep synthesis.
  • 13.Protection groups and their application.
  • 14.Modern organic synthesis. Combinatorial chemistry.
Literature
    recommended literature
  • KÜRTI, László. Strategic applications of named reactions in organic synthesis : background and detailed mechanisms. Edited by Barbara Czakó. Amsterdam: Elsevier, 2005, lii, 758. ISBN 0124297854. info
  • BEŇOVSKÝ, Petr. Organická chemie : organická syntéza. 1. vyd. Brno: Masarykova univerzita, 2003, vi, 280. ISBN 8021032812. info
    not specified
  • Science of synthesis. Edited by Keiji Maruoka. Stuttgart: Georg Thieme, 2012, xliii, 974. ISBN 9783131693716. info
  • Encyclopedia of reagents for organic synthesis. Edited by Leo A. Paquette. 2nd ed. Chichester: Wiley, 2009, ccxx, 627. ISBN 9780470017548. info
  • Organic reactions. Edited by S.E Denmark. New York: John Wiley & Sons, 2009. ISBN 9780470423745. info
Teaching methods
theory plus design of viable organic syntheses
Assessment methods
In the course of the semester, students will pass 2-3 tests covering the corresponding topics. The final exam consists of a written and an oral part. Evaluation is focused on students' ability to design viable organic synthesis plus understanding of scope and limitations of used organic transformations.
Language of instruction
English
Further Comments
The course is taught annually.
The course is taught: every week.
Listed among pre-requisites of other courses
The course is also listed under the following terms Spring 2008 - for the purpose of the accreditation, Spring 2011 - only for the accreditation, Spring 2000, Spring 2001, Spring 2002, Spring 2003, Spring 2004, Spring 2005, Spring 2006, Spring 2007, Spring 2008, Spring 2009, Spring 2010, Spring 2011, Spring 2012, spring 2012 - acreditation, Spring 2013, Spring 2014, Spring 2015, Spring 2016, Spring 2017, spring 2018, Spring 2019, Spring 2020, Spring 2021, Spring 2022, Spring 2023, Spring 2024.

C4450 Organic Chemistry III - synthesis

Faculty of Science
Spring 2024
Extent and Intensity
2/0/0. 2 credit(s) (fasci plus compl plus > 4). Recommended Type of Completion: zk (examination). Other types of completion: k (colloquium).
Teacher(s)
doc. Mgr. Kamil Paruch, Ph.D. (lecturer)
Guaranteed by
doc. Mgr. Kamil Paruch, Ph.D.
Department of Chemistry – Chemistry Section – Faculty of Science
Supplier department: Department of Chemistry – Chemistry Section – Faculty of Science
Timetable
Mon 19. 2. to Sun 26. 5. Tue 15:00–16:50 A08/309
Prerequisites
( C3022 Organic Chemistry II/1 || C3050 Organic Chemistry II )&& C5500 Stereochemistry of Org. Comp. && C7410 Structure and Reactivity
General, organic and physical chemistry
Course Enrolment Limitations
The course is also offered to the students of the fields other than those the course is directly associated with.
fields of study / plans the course is directly associated with
there are 8 fields of study the course is directly associated with, display
Course objectives
The course is a logical extension of introductory classes Organic Chemistry I (C2021) and Organic Chemistry II (C3050). The major goal is to provide the students with a comprehensive overview of modern synthetic methods routinely used in the organic chemistry laboratory and in industry, so that the students will be able to apply them in planning of effective preparations of organic compounds.
Learning outcomes
After passing the course, students will be able to design viable syntheses of organic molecules using traditional and modern methods of organic synthesis.
Syllabus
  • 1.General terms and principles and their application in organic synthesis.
  • 2.Enolate chemistry. Preparation of enolates and selectivity of their formation. Usage of enolates in organic synthesis. Stereoselective reactions of enolates.
  • 3.Enolate chemistry. Aldol reaction, Claisen reaction. Stereoselective reaction. Double stereodifferentiation. Wittig and Petersen reaction. Chemistry of sulfur ylides. Corey-Tchaykovsky reaction.
  • 4.Selective nucleophilic additions to carbonyl group. Cram, Karabatsos, Felkin-Ahn and Heathcock models.
  • 5.Interconversions of functional groups.
  • 6.Interconversions of functional groups. Mitsunobu, Eschenmoser reactions, hydroborations. Iodolactonization.
  • 7.Oxidation. Swern, Dess-Martin, Oppenauer, Sharpless and Jacobsen oxidation. Synthetic application. Epoxidation, dihydroxylation, preparation of vicinal aminoalcohols.
  • 8.Reduction. Shapiro, Birch reduction. Catalytic hydrogenation, diimide reactions, hydrosilylations.
  • 9.Rearrangements, pericyclic reactions. Cope, Claisen rearrangement. Diels-Alder, ene reactions and their hetero modifications.
  • 10.Organometallic reactions. Grignard reagents, Stille, Suzuki and McMurry reactions, conjugate addition of organocuprates, reactions of organozinc reagents. Palladium reactions.
  • 11.Multicomponent reactions. Mannich, Strecker, Ugi reactions and their stereoselective examples.
  • 12.Multistep synthesis.
  • 13.Protection groups and their application.
  • 14.Modern organic synthesis. Combinatorial chemistry.
Literature
    recommended literature
  • KÜRTI, László. Strategic applications of named reactions in organic synthesis : background and detailed mechanisms. Edited by Barbara Czakó. Amsterdam: Elsevier, 2005, lii, 758. ISBN 0124297854. info
  • BEŇOVSKÝ, Petr. Organická chemie : organická syntéza. 1. vyd. Brno: Masarykova univerzita, 2003, vi, 280. ISBN 8021032812. info
    not specified
  • Science of synthesis. Edited by Keiji Maruoka. Stuttgart: Georg Thieme, 2012, xliii, 974. ISBN 9783131693716. info
  • Encyclopedia of reagents for organic synthesis. Edited by Leo A. Paquette. 2nd ed. Chichester: Wiley, 2009, ccxx, 627. ISBN 9780470017548. info
  • Organic reactions. Edited by S.E Denmark. New York: John Wiley & Sons, 2009. ISBN 9780470423745. info
Teaching methods
theory plus design of viable organic syntheses
Assessment methods
In the course of the semester, students will pass 2-3 tests covering the corresponding topics. The final exam consists of a written and an oral part. Evaluation is focused on students' ability to design viable organic synthesis plus understanding of scope and limitations of used organic transformations.
Language of instruction
English
Further Comments
Study Materials
The course is taught annually.
Listed among pre-requisites of other courses
The course is also listed under the following terms Spring 2008 - for the purpose of the accreditation, Spring 2011 - only for the accreditation, Spring 2000, Spring 2001, Spring 2002, Spring 2003, Spring 2004, Spring 2005, Spring 2006, Spring 2007, Spring 2008, Spring 2009, Spring 2010, Spring 2011, Spring 2012, spring 2012 - acreditation, Spring 2013, Spring 2014, Spring 2015, Spring 2016, Spring 2017, spring 2018, Spring 2019, Spring 2020, Spring 2021, Spring 2022, Spring 2023, Spring 2025.

C4450 Organic Chemistry III - synthesis

Faculty of Science
Spring 2023
Extent and Intensity
2/0/0. 2 credit(s) (fasci plus compl plus > 4). Recommended Type of Completion: zk (examination). Other types of completion: k (colloquium).
Teacher(s)
doc. Mgr. Kamil Paruch, Ph.D. (lecturer)
Guaranteed by
doc. Mgr. Kamil Paruch, Ph.D.
Department of Chemistry – Chemistry Section – Faculty of Science
Supplier department: Department of Chemistry – Chemistry Section – Faculty of Science
Timetable
Mon 15:00–16:50 A08/309
Prerequisites
( C3022 Organic Chemistry II/1 || C3050 Organic Chemistry II )&& C5500 Stereochemistry of Org. Comp. && C7410 Structure and Reactivity
General, organic and physical chemistry
Course Enrolment Limitations
The course is also offered to the students of the fields other than those the course is directly associated with.
fields of study / plans the course is directly associated with
there are 8 fields of study the course is directly associated with, display
Course objectives
The course is a logical extension of introductory classes Organic Chemistry I (C2021) and Organic Chemistry II (C3050). The major goal is to provide the students with a comprehensive overview of modern synthetic methods routinely used in the organic chemistry laboratory and in industry, so that the students will be able to apply them in planning of effective preparations of organic compounds.
Learning outcomes
After passing the course, students will be able to design viable syntheses of organic molecules using traditional and modern methods of organic synthesis.
Syllabus
  • 1.General terms and principles and their application in organic synthesis.
  • 2.Enolate chemistry. Preparation of enolates and selectivity of their formation. Usage of enolates in organic synthesis. Stereoselective reactions of enolates.
  • 3.Enolate chemistry. Aldol reaction, Claisen reaction. Stereoselective reaction. Double stereodifferentiation. Wittig and Petersen reaction. Chemistry of sulfur ylides. Corey-Tchaykovsky reaction.
  • 4.Selective nucleophilic additions to carbonyl group. Cram, Karabatsos, Felkin-Ahn and Heathcock models.
  • 5.Interconversions of functional groups.
  • 6.Interconversions of functional groups. Mitsunobu, Eschenmoser reactions, hydroborations. Iodolactonization.
  • 7.Oxidation. Swern, Dess-Martin, Oppenauer, Sharpless and Jacobsen oxidation. Synthetic application. Epoxidation, dihydroxylation, preparation of vicinal aminoalcohols.
  • 8.Reduction. Shapiro, Birch reduction. Catalytic hydrogenation, diimide reactions, hydrosilylations.
  • 9.Rearrangements, pericyclic reactions. Cope, Claisen rearrangement. Diels-Alder, ene reactions and their hetero modifications.
  • 10.Organometallic reactions. Grignard reagents, Stille, Suzuki and McMurry reactions, conjugate addition of organocuprates, reactions of organozinc reagents. Palladium reactions.
  • 11.Multicomponent reactions. Mannich, Strecker, Ugi reactions and their stereoselective examples.
  • 12.Multistep synthesis.
  • 13.Protection groups and their application.
  • 14.Modern organic synthesis. Combinatorial chemistry.
Literature
    recommended literature
  • KÜRTI, László. Strategic applications of named reactions in organic synthesis : background and detailed mechanisms. Edited by Barbara Czakó. Amsterdam: Elsevier, 2005, lii, 758. ISBN 0124297854. info
  • BEŇOVSKÝ, Petr. Organická chemie : organická syntéza. 1. vyd. Brno: Masarykova univerzita, 2003, vi, 280. ISBN 8021032812. info
    not specified
  • Science of synthesis. Edited by Keiji Maruoka. Stuttgart: Georg Thieme, 2012, xliii, 974. ISBN 9783131693716. info
  • Encyclopedia of reagents for organic synthesis. Edited by Leo A. Paquette. 2nd ed. Chichester: Wiley, 2009, ccxx, 627. ISBN 9780470017548. info
  • Organic reactions. Edited by S.E Denmark. New York: John Wiley & Sons, 2009. ISBN 9780470423745. info
Teaching methods
theory plus design of viable organic syntheses
Assessment methods
In the course of the semester, students will pass 2-3 tests covering the corresponding topics. The final exam consists of a written and an oral part. Evaluation is focused on students' ability to design viable organic synthesis plus understanding of scope and limitations of used organic transformations.
Language of instruction
English
Further Comments
Study Materials
The course is taught annually.
Listed among pre-requisites of other courses
The course is also listed under the following terms Spring 2008 - for the purpose of the accreditation, Spring 2011 - only for the accreditation, Spring 2000, Spring 2001, Spring 2002, Spring 2003, Spring 2004, Spring 2005, Spring 2006, Spring 2007, Spring 2008, Spring 2009, Spring 2010, Spring 2011, Spring 2012, spring 2012 - acreditation, Spring 2013, Spring 2014, Spring 2015, Spring 2016, Spring 2017, spring 2018, Spring 2019, Spring 2020, Spring 2021, Spring 2022, Spring 2024, Spring 2025.

C4450 Organic Chemistry III - synthesis

Faculty of Science
Spring 2022
Extent and Intensity
2/0/0. 2 credit(s) (fasci plus compl plus > 4). Recommended Type of Completion: zk (examination). Other types of completion: k (colloquium).
Teacher(s)
doc. Mgr. Kamil Paruch, Ph.D. (lecturer)
Guaranteed by
doc. Mgr. Kamil Paruch, Ph.D.
Department of Chemistry – Chemistry Section – Faculty of Science
Supplier department: Department of Chemistry – Chemistry Section – Faculty of Science
Timetable
Thu 9:00–10:50 A08/309
Prerequisites
( C3022 Organic Chemistry II/1 || C3050 Organic Chemistry II )&& C5500 Stereochemistry of Org. Comp. && C7410 Structure and Reactivity
General, organic and physical chemistry
Course Enrolment Limitations
The course is also offered to the students of the fields other than those the course is directly associated with.
fields of study / plans the course is directly associated with
there are 8 fields of study the course is directly associated with, display
Course objectives
The course is a logical extension of introductory classes Organic Chemistry I (C2021) and Organic Chemistry II (C3050). The major goal is to provide the students with a comprehensive overview of modern synthetic methods routinely used in the organic chemistry laboratory and in industry, so that the students will be able to apply them in planning of effective preparations of organic compounds.
Learning outcomes
After passing the course, students will be able to design viable syntheses of organic molecules using traditional and modern methods of organic synthesis.
Syllabus
  • 1.General terms and principles and their application in organic synthesis.
  • 2.Enolate chemistry. Preparation of enolates and selectivity of their formation. Usage of enolates in organic synthesis. Stereoselective reactions of enolates.
  • 3.Enolate chemistry. Aldol reaction, Claisen reaction. Stereoselective reaction. Double stereodifferentiation. Wittig and Petersen reaction. Chemistry of sulfur ylides. Corey-Tchaykovsky reaction.
  • 4.Selective nucleophilic additions to carbonyl group. Cram, Karabatsos, Felkin-Ahn and Heathcock models.
  • 5.Interconversions of functional groups.
  • 6.Interconversions of functional groups. Mitsunobu, Eschenmoser reactions, hydroborations. Iodolactonization.
  • 7.Oxidation. Swern, Dess-Martin, Oppenauer, Sharpless and Jacobsen oxidation. Synthetic application. Epoxidation, dihydroxylation, preparation of vicinal aminoalcohols.
  • 8.Reduction. Shapiro, Birch reduction. Catalytic hydrogenation, diimide reactions, hydrosilylations.
  • 9.Rearrangements, pericyclic reactions. Cope, Claisen rearrangement. Diels-Alder, ene reactions and their hetero modifications.
  • 10.Organometallic reactions. Grignard reagents, Stille, Suzuki and McMurry reactions, conjugate addition of organocuprates, reactions of organozinc reagents. Palladium reactions.
  • 11.Multicomponent reactions. Mannich, Strecker, Ugi reactions and their stereoselective examples.
  • 12.Multistep synthesis.
  • 13.Protection groups and their application.
  • 14.Modern organic synthesis. Combinatorial chemistry.
Literature
    recommended literature
  • KÜRTI, László. Strategic applications of named reactions in organic synthesis : background and detailed mechanisms. Edited by Barbara Czakó. Amsterdam: Elsevier, 2005, lii, 758. ISBN 0124297854. info
  • BEŇOVSKÝ, Petr. Organická chemie : organická syntéza. 1. vyd. Brno: Masarykova univerzita, 2003, vi, 280. ISBN 8021032812. info
    not specified
  • Science of synthesis. Edited by Keiji Maruoka. Stuttgart: Georg Thieme, 2012, xliii, 974. ISBN 9783131693716. info
  • Encyclopedia of reagents for organic synthesis. Edited by Leo A. Paquette. 2nd ed. Chichester: Wiley, 2009, ccxx, 627. ISBN 9780470017548. info
  • Organic reactions. Edited by S.E Denmark. New York: John Wiley & Sons, 2009. ISBN 9780470423745. info
Teaching methods
theory plus design of viable organic syntheses
Assessment methods
In the course of the semester, students will pass 2-3 tests covering the corresponding topics. The final exam consists of a written and an oral part. Evaluation is focused on students' ability to design viable organic synthesis plus understanding of scope and limitations of used organic transformations.
Language of instruction
English
Further Comments
Study Materials
The course is taught annually.
Listed among pre-requisites of other courses
The course is also listed under the following terms Spring 2008 - for the purpose of the accreditation, Spring 2011 - only for the accreditation, Spring 2000, Spring 2001, Spring 2002, Spring 2003, Spring 2004, Spring 2005, Spring 2006, Spring 2007, Spring 2008, Spring 2009, Spring 2010, Spring 2011, Spring 2012, spring 2012 - acreditation, Spring 2013, Spring 2014, Spring 2015, Spring 2016, Spring 2017, spring 2018, Spring 2019, Spring 2020, Spring 2021, Spring 2023, Spring 2024, Spring 2025.

C4450 Organic Chemistry III - synthesis

Faculty of Science
Spring 2021
Extent and Intensity
2/0/0. 2 credit(s) (fasci plus compl plus > 4). Recommended Type of Completion: zk (examination). Other types of completion: k (colloquium).
Teacher(s)
doc. Mgr. Kamil Paruch, Ph.D. (lecturer)
Guaranteed by
doc. Mgr. Kamil Paruch, Ph.D.
Department of Chemistry – Chemistry Section – Faculty of Science
Supplier department: Department of Chemistry – Chemistry Section – Faculty of Science
Prerequisites
( C3022 Organic Chemistry II/1 || C3050 Organic Chemistry II )&& C5500 Stereochemistry of Org. Comp. && C7410 Structure and Reactivity
General, organic and physical chemistry
Course Enrolment Limitations
The course is also offered to the students of the fields other than those the course is directly associated with.
fields of study / plans the course is directly associated with
there are 8 fields of study the course is directly associated with, display
Course objectives
The course is a logical extension of introductory classes Organic Chemistry I (C2021) and Organic Chemistry II (C3050). The major goal is to provide the students with a comprehensive overview of modern synthetic methods routinely used in the organic chemistry laboratory and in industry, so that the students will be able to apply them in planning of effective preparations of organic compounds.
Learning outcomes
After passing the course, students will be able to design viable syntheses of organic molecules using traditional and modern methods of organic synthesis.
Syllabus
  • 1.General terms and principles and their application in organic synthesis.
  • 2.Enolate chemistry. Preparation of enolates and selectivity of their formation. Usage of enolates in organic synthesis. Stereoselective reactions of enolates.
  • 3.Enolate chemistry. Aldol reaction, Claisen reaction. Stereoselective reaction. Double stereodifferentiation. Wittig and Petersen reaction. Chemistry of sulfur ylides. Corey-Tchaykovsky reaction.
  • 4.Selective nucleophilic additions to carbonyl group. Cram, Karabatsos, Felkin-Ahn and Heathcock models.
  • 5.Interconversions of functional groups.
  • 6.Interconversions of functional groups. Mitsunobu, Eschenmoser reactions, hydroborations. Iodolactonization.
  • 7.Oxidation. Swern, Dess-Martin, Oppenauer, Sharpless and Jacobsen oxidation. Synthetic application. Epoxidation, dihydroxylation, preparation of vicinal aminoalcohols.
  • 8.Reduction. Shapiro, Birch reduction. Catalytic hydrogenation, diimide reactions, hydrosilylations.
  • 9.Rearrangements, pericyclic reactions. Cope, Claisen rearrangement. Diels-Alder, ene reactions and their hetero modifications.
  • 10.Organometallic reactions. Grignard reagents, Stille, Suzuki and McMurry reactions, conjugate addition of organocuprates, reactions of organozinc reagents. Palladium reactions.
  • 11.Multicomponent reactions. Mannich, Strecker, Ugi reactions and their stereoselective examples.
  • 12.Multistep synthesis.
  • 13.Protection groups and their application.
  • 14.Modern organic synthesis. Combinatorial chemistry.
Literature
    recommended literature
  • KÜRTI, László. Strategic applications of named reactions in organic synthesis : background and detailed mechanisms. Edited by Barbara Czakó. Amsterdam: Elsevier, 2005, lii, 758. ISBN 0124297854. info
  • BEŇOVSKÝ, Petr. Organická chemie : organická syntéza. 1. vyd. Brno: Masarykova univerzita, 2003, vi, 280. ISBN 8021032812. info
    not specified
  • Science of synthesis. Edited by Keiji Maruoka. Stuttgart: Georg Thieme, 2012, xliii, 974. ISBN 9783131693716. info
  • Encyclopedia of reagents for organic synthesis. Edited by Leo A. Paquette. 2nd ed. Chichester: Wiley, 2009, ccxx, 627. ISBN 9780470017548. info
  • Organic reactions. Edited by S.E Denmark. New York: John Wiley & Sons, 2009. ISBN 9780470423745. info
Teaching methods
theory plus design of viable organic syntheses
Assessment methods
In the course of the semester, students will pass 2-3 tests covering the corresponding topics. The final exam consists of a written and an oral part. Evaluation is focused on students' ability to design viable organic synthesis plus understanding of scope and limitations of used organic transformations.
Language of instruction
English
Further Comments
Study Materials
The course is taught annually.
The course is taught: every week.
Listed among pre-requisites of other courses
The course is also listed under the following terms Spring 2008 - for the purpose of the accreditation, Spring 2011 - only for the accreditation, Spring 2000, Spring 2001, Spring 2002, Spring 2003, Spring 2004, Spring 2005, Spring 2006, Spring 2007, Spring 2008, Spring 2009, Spring 2010, Spring 2011, Spring 2012, spring 2012 - acreditation, Spring 2013, Spring 2014, Spring 2015, Spring 2016, Spring 2017, spring 2018, Spring 2019, Spring 2020, Spring 2022, Spring 2023, Spring 2024, Spring 2025.

C4450 Organic Chemistry III - synthesis

Faculty of Science
Spring 2020
Extent and Intensity
2/0/0. 2 credit(s) (fasci plus compl plus > 4). Recommended Type of Completion: zk (examination). Other types of completion: k (colloquium).
Teacher(s)
doc. Mgr. Kamil Paruch, Ph.D. (lecturer)
Guaranteed by
doc. Mgr. Kamil Paruch, Ph.D.
Department of Chemistry – Chemistry Section – Faculty of Science
Supplier department: Department of Chemistry – Chemistry Section – Faculty of Science
Timetable
Tue 9:00–10:50 A08/309
Prerequisites
( C3022 Organic Chemistry II/1 || C3050 Organic Chemistry II )&& C5500 Stereochemistry of Org. Comp. && C7410 Structure and Reactivity
General, organic and physical chemistry
Course Enrolment Limitations
The course is also offered to the students of the fields other than those the course is directly associated with.
fields of study / plans the course is directly associated with
there are 8 fields of study the course is directly associated with, display
Course objectives
The course is a logical extension of introductory classes Organic Chemistry I (C2021) and Organic Chemistry II (C3050). The major goal is to provide the students with a comprehensive overview of modern synthetic methods routinely used in the organic chemistry laboratory and in industry, so that the students will be able to apply them in planning of effective preparations of organic compounds.
Learning outcomes
After passing the course, students will be able to design viable syntheses of organic molecules using traditional and modern methods of organic synthesis.
Syllabus
  • 1.General terms and principles and their application in organic synthesis.
  • 2.Enolate chemistry. Preparation of enolates and selectivity of their formation. Usage of enolates in organic synthesis. Stereoselective reactions of enolates.
  • 3.Enolate chemistry. Aldol reaction, Claisen reaction. Stereoselective reaction. Double stereodifferentiation. Wittig and Petersen reaction. Chemistry of sulfur ylides. Corey-Tchaykovsky reaction.
  • 4.Selective nucleophilic additions to carbonyl group. Cram, Karabatsos, Felkin-Ahn and Heathcock models.
  • 5.Interconversions of functional groups.
  • 6.Interconversions of functional groups. Mitsunobu, Eschenmoser reactions, hydroborations. Iodolactonization.
  • 7.Oxidation. Swern, Dess-Martin, Oppenauer, Sharpless and Jacobsen oxidation. Synthetic application. Epoxidation, dihydroxylation, preparation of vicinal aminoalcohols.
  • 8.Reduction. Shapiro, Birch reduction. Catalytic hydrogenation, diimide reactions, hydrosilylations.
  • 9.Rearrangements, pericyclic reactions. Cope, Claisen rearrangement. Diels-Alder, ene reactions and their hetero modifications.
  • 10.Organometallic reactions. Grignard reagents, Stille, Suzuki and McMurry reactions, conjugate addition of organocuprates, reactions of organozinc reagents. Palladium reactions.
  • 11.Multicomponent reactions. Mannich, Strecker, Ugi reactions and their stereoselective examples.
  • 12.Multistep synthesis.
  • 13.Protection groups and their application.
  • 14.Modern organic synthesis. Combinatorial chemistry.
Literature
    recommended literature
  • KÜRTI, László. Strategic applications of named reactions in organic synthesis : background and detailed mechanisms. Edited by Barbara Czakó. Amsterdam: Elsevier, 2005, lii, 758. ISBN 0124297854. info
  • BEŇOVSKÝ, Petr. Organická chemie : organická syntéza. 1. vyd. Brno: Masarykova univerzita, 2003, vi, 280. ISBN 8021032812. info
    not specified
  • Science of synthesis. Edited by Keiji Maruoka. Stuttgart: Georg Thieme, 2012, xliii, 974. ISBN 9783131693716. info
  • Encyclopedia of reagents for organic synthesis. Edited by Leo A. Paquette. 2nd ed. Chichester: Wiley, 2009, ccxx, 627. ISBN 9780470017548. info
  • Organic reactions. Edited by S.E Denmark. New York: John Wiley & Sons, 2009. ISBN 9780470423745. info
Teaching methods
theory plus design of viable organic syntheses
Assessment methods
In the course of the semester, students will pass 2-3 tests covering the corresponding topics. The final exam consists of a written and an oral part. Evaluation is focused on students' ability to design viable organic synthesis plus understanding of scope and limitations of used organic transformations.
Language of instruction
English
Further Comments
Study Materials
The course is taught annually.
Listed among pre-requisites of other courses
The course is also listed under the following terms Spring 2008 - for the purpose of the accreditation, Spring 2011 - only for the accreditation, Spring 2000, Spring 2001, Spring 2002, Spring 2003, Spring 2004, Spring 2005, Spring 2006, Spring 2007, Spring 2008, Spring 2009, Spring 2010, Spring 2011, Spring 2012, spring 2012 - acreditation, Spring 2013, Spring 2014, Spring 2015, Spring 2016, Spring 2017, spring 2018, Spring 2019, Spring 2021, Spring 2022, Spring 2023, Spring 2024, Spring 2025.

C4450 Organic Chemistry III - Synthesis

Faculty of Science
Spring 2019
Extent and Intensity
2/0/0. 2 credit(s) (fasci plus compl plus > 4). Recommended Type of Completion: zk (examination). Other types of completion: k (colloquium).
Teacher(s)
doc. Mgr. Kamil Paruch, Ph.D. (lecturer)
Guaranteed by
doc. Mgr. Kamil Paruch, Ph.D.
Department of Chemistry – Chemistry Section – Faculty of Science
Supplier department: Department of Chemistry – Chemistry Section – Faculty of Science
Timetable
Mon 18. 2. to Fri 17. 5. Wed 13:00–14:50 A08/309
Prerequisites
( C3022 Organic Chemistry II/1 || C3050 Organic Chemistry II )&& C5500 Stereochemistry of Org. Comp. && C7410 Structure and Reactivity
General, organic and physical chemistry
Course Enrolment Limitations
The course is also offered to the students of the fields other than those the course is directly associated with.
fields of study / plans the course is directly associated with
there are 8 fields of study the course is directly associated with, display
Course objectives
The course is a logical extension of introductory classes Organic Chemistry I (C2021) and Organic Chemistry II (C3050). The major goal is to provide the students with a comprehensive overview of modern synthetic methods routinely used in the organic chemistry laboratory and in industry, so that the students will be able to apply them in planning of effective preparations of organic compounds.
Learning outcomes
After passing the course, students will be able to design viable syntheses of organic molecules using traditional and modern methods of organic synthesis.
Syllabus
  • 1.General terms and principles and their application in organic synthesis.
  • 2.Enolate chemistry. Preparation of enolates and selectivity of their formation. Usage of enolates in organic synthesis. Stereoselective reactions of enolates.
  • 3.Enolate chemistry. Aldol reaction, Claisen reaction. Stereoselective reaction. Double stereodifferentiation. Wittig and Petersen reaction. Chemistry of sulfur ylides. Corey-Tchaykovsky reaction.
  • 4.Selective nucleophilic additions to carbonyl group. Cram, Karabatsos, Felkin-Ahn and Heathcock models.
  • 5.Interconversions of functional groups.
  • 6.Interconversions of functional groups. Mitsunobu, Eschenmoser reactions, hydroborations. Iodolactonization.
  • 7.Oxidation. Swern, Dess-Martin, Oppenauer, Sharpless and Jacobsen oxidation. Synthetic application. Epoxidation, dihydroxylation, preparation of vicinal aminoalcohols.
  • 8.Reduction. Shapiro, Birch reduction. Catalytic hydrogenation, diimide reactions, hydrosilylations.
  • 9.Rearrangements, pericyclic reactions. Cope, Claisen rearrangement. Diels-Alder, ene reactions and their hetero modifications.
  • 10.Organometallic reactions. Grignard reagents, Stille, Suzuki and McMurry reactions, conjugate addition of organocuprates, reactions of organozinc reagents. Palladium reactions.
  • 11.Multicomponent reactions. Mannich, Strecker, Ugi reactions and their stereoselective examples.
  • 12.Multistep synthesis.
  • 13.Protection groups and their application.
  • 14.Modern organic synthesis. Combinatorial chemistry.
Literature
    recommended literature
  • KÜRTI, László. Strategic applications of named reactions in organic synthesis : background and detailed mechanisms. Edited by Barbara Czakó. Amsterdam: Elsevier, 2005, lii, 758. ISBN 0124297854. info
  • BEŇOVSKÝ, Petr. Organická chemie : organická syntéza. 1. vyd. Brno: Masarykova univerzita, 2003, vi, 280. ISBN 8021032812. info
    not specified
  • Science of synthesis. Edited by Keiji Maruoka. Stuttgart: Georg Thieme, 2012, xliii, 974. ISBN 9783131693716. info
  • Encyclopedia of reagents for organic synthesis. Edited by Leo A. Paquette. 2nd ed. Chichester: Wiley, 2009, ccxx, 627. ISBN 9780470017548. info
  • Organic reactions. Edited by S.E Denmark. New York: John Wiley & Sons, 2009. ISBN 9780470423745. info
Teaching methods
theory plus design of viable organic syntheses
Assessment methods
In the course of the semester, students will pass 2-3 tests covering the corresponding topics. The final exam consists of a written and an oral part. Evaluation is focused on students' ability to design viable organic synthesis plus understanding of scope and limitations of used organic transformations.
Language of instruction
English
Further Comments
Study Materials
The course is taught annually.
Listed among pre-requisites of other courses
The course is also listed under the following terms Spring 2008 - for the purpose of the accreditation, Spring 2011 - only for the accreditation, Spring 2000, Spring 2001, Spring 2002, Spring 2003, Spring 2004, Spring 2005, Spring 2006, Spring 2007, Spring 2008, Spring 2009, Spring 2010, Spring 2011, Spring 2012, spring 2012 - acreditation, Spring 2013, Spring 2014, Spring 2015, Spring 2016, Spring 2017, spring 2018, Spring 2020, Spring 2021, Spring 2022, Spring 2023, Spring 2024, Spring 2025.

C4450 Organic Chemistry III -synthesis

Faculty of Science
spring 2018
Extent and Intensity
2/0/0. 2 credit(s) (fasci plus compl plus > 4). Recommended Type of Completion: zk (examination). Other types of completion: k (colloquium).
Teacher(s)
doc. Mgr. Kamil Paruch, Ph.D. (lecturer)
Guaranteed by
doc. Mgr. Kamil Paruch, Ph.D.
Department of Chemistry – Chemistry Section – Faculty of Science
Supplier department: Department of Chemistry – Chemistry Section – Faculty of Science
Timetable
Tue 15:00–16:50 A08/309
Prerequisites
( C3022 Organic Chemistry II/1 || C3050 Organic Chemistry II )&& C5500 Stereochemistry of Org. Comp. && C7410 Structure and Reactivity
General, organic and physical chemistry
Course Enrolment Limitations
The course is also offered to the students of the fields other than those the course is directly associated with.
fields of study / plans the course is directly associated with
there are 8 fields of study the course is directly associated with, display
Course objectives
The course is a logical extension of introductory classes Organic Chemistry I (C2021) and Organic Chemistry II (C3050). The major goal is to provide the students with a comprehensive overview of modern synthetic methods routinely used in the organic chemistry laboratory and in industry, so that the students will be able to apply them in planning of effective preparations of organic compounds.
Learning outcomes
After passing the course, students will be able to design viable syntheses of organic molecules using traditional and modern methods of organic synthesis.
Syllabus
  • 1.General terms and principles and their application in organic synthesis.
  • 2.Enolate chemistry. Preparation of enolates and selectivity of their formation. Usage of enolates in organic synthesis. Stereoselective reactions of enolates.
  • 3.Enolate chemistry. Aldol reaction, Claisen reaction. Stereoselective reaction. Double stereodifferentiation. Wittig and Petersen reaction. Chemistry of sulfur ylides. Corey-Tchaykovsky reaction.
  • 4.Selective nucleophilic additions to carbonyl group. Cram, Karabatsos, Felkin-Ahn and Heathcock models.
  • 5.Interconversions of functional groups.
  • 6.Interconversions of functional groups. Mitsunobu, Eschenmoser reactions, hydroborations. Iodolactonization.
  • 7.Oxidation. Swern, Dess-Martin, Oppenauer, Sharpless and Jacobsen oxidation. Synthetic application. Epoxidation, dihydroxylation, preparation of vicinal aminoalcohols.
  • 8.Reduction. Shapiro, Birch reduction. Catalytic hydrogenation, diimide reactions, hydrosilylations.
  • 9.Rearrangements, pericyclic reactions. Cope, Claisen rearrangement. Diels-Alder, ene reactions and their hetero modifications.
  • 10.Organometallic reactions. Grignard reagents, Stille, Suzuki and McMurry reactions, conjugate addition of organocuprates, reactions of organozinc reagents. Palladium reactions.
  • 11.Multicomponent reactions. Mannich, Strecker, Ugi reactions and their stereoselective examples.
  • 12.Multistep synthesis.
  • 13.Protection groups and their application.
  • 14.Modern organic synthesis. Combinatorial chemistry.
Literature
    recommended literature
  • KÜRTI, László. Strategic applications of named reactions in organic synthesis : background and detailed mechanisms. Edited by Barbara Czakó. Amsterdam: Elsevier, 2005, lii, 758. ISBN 0124297854. info
  • BEŇOVSKÝ, Petr. Organická chemie : organická syntéza. 1. vyd. Brno: Masarykova univerzita, 2003, vi, 280. ISBN 8021032812. info
    not specified
  • Science of synthesis. Edited by Keiji Maruoka. Stuttgart: Georg Thieme, 2012, xliii, 974. ISBN 9783131693716. info
  • Encyclopedia of reagents for organic synthesis. Edited by Leo A. Paquette. 2nd ed. Chichester: Wiley, 2009, ccxx, 627. ISBN 9780470017548. info
  • Organic reactions. Edited by S.E Denmark. New York: John Wiley & Sons, 2009. ISBN 9780470423745. info
Teaching methods
theory plus design of viable organic syntheses
Assessment methods
In the course of the semester, students will pass 2-3 tests covering the corresponding topics. The final exam consists of a written and an oral part. Evaluation is focused on students' ability to design viable organic synthesis plus understanding of scope and limitations of used organic transformations.
Language of instruction
Czech
Further Comments
Study Materials
The course is taught annually.
Listed among pre-requisites of other courses
The course is also listed under the following terms Spring 2008 - for the purpose of the accreditation, Spring 2011 - only for the accreditation, Spring 2000, Spring 2001, Spring 2002, Spring 2003, Spring 2004, Spring 2005, Spring 2006, Spring 2007, Spring 2008, Spring 2009, Spring 2010, Spring 2011, Spring 2012, spring 2012 - acreditation, Spring 2013, Spring 2014, Spring 2015, Spring 2016, Spring 2017, Spring 2019, Spring 2020, Spring 2021, Spring 2022, Spring 2023, Spring 2024, Spring 2025.

C4450 Organic Chemistry III -synthesis

Faculty of Science
Spring 2017
Extent and Intensity
2/0/0. 2 credit(s) (fasci plus compl plus > 4). Recommended Type of Completion: zk (examination). Other types of completion: k (colloquium).
Teacher(s)
doc. Mgr. Kamil Paruch, Ph.D. (lecturer)
Guaranteed by
doc. Mgr. Kamil Paruch, Ph.D.
Department of Chemistry – Chemistry Section – Faculty of Science
Supplier department: Department of Chemistry – Chemistry Section – Faculty of Science
Timetable
Mon 20. 2. to Mon 22. 5. Wed 9:00–10:50 A08/309
Prerequisites
( C3022 Organic Chemistry II/1 || C3050 Organic Chemistry II )&& C5500 Stereochemistry of Org. Comp. && C7410 Structure and Reactivity
General, organic and physical chemistry; Organic chemistry II(C3050).
Course Enrolment Limitations
The course is also offered to the students of the fields other than those the course is directly associated with.
fields of study / plans the course is directly associated with
there are 8 fields of study the course is directly associated with, display
Course objectives
The course is a logical extension of introductory classes Organic Chemistry I (C2021) and Organic Chemistry II (C3050). The major goal is to provide a comprehensive overview of modern synthetic methods routinely used in the organic chemistry laboratory and in industry. After passing the course, students will be able to design viable preparations of organic molecules using traditional and modern methods of organic synthesis.
Learning outcomes
After passing the course, students will be able to design viable preparations of organic molecules using traditional and modern methods of organic synthesis.
Syllabus
  • 1.General terms and principles and their application in organic synthesis.
  • 2.Enolate chemistry. Preparation of enolates and selectivity of their formation. Usage of enolates in organic synthesis. Stereoselective reactions of enolates.
  • 3.Enolate chemistry. Aldol reaction, Claisen reaction. Stereoselective reaction. Double stereodifferentiation. Wittig and Petersen reaction. Chemistry of sulfur ylides. Corey-Tchaykovsky reaction.
  • 4.Selective nucleophilic additions to carbonyl group. Cram, Karabatsos, Felkin-Ahn and Heathcock models.
  • 5.Interconversions of functional groups.
  • 6.Interconversions of functional groups. Mitsunobu, Eschenmoser reactions, hydroborations. Iodolactonization.
  • 7.Oxidation. Swern, Dess-Martin, Oppenauer, Sharpless and Jacobsen oxidation. Synthetic application. Epoxidation, dihydroxylation, preparation of vicinal aminoalcohols.
  • 8.Reduction. Shapiro, Birch reduction. Catalytic hydrogenation, diimide reactions, hydrosilylations.
  • 9.Rearrangements, pericyclic reactions. Cope, Claisen rearrangement. Diels-Alder, ene reactions and their hetero modifications.
  • 10.Organometallic reactions. Grignard reagents, Stille, Suzuki and McMurry reactions, conjugate addition of organocuprates, reactions of organozinc reagents. Palladium reactions.
  • 11.Multicomponent reactions. Mannich, Strecker, Ugi reactions and their stereoselective examples.
  • 12.Multistep synthesis.
  • 13.Protection groups and their application.
  • 14.Modern organic synthesis. Combinatorial chemistry.
Literature
    recommended literature
  • KÜRTI, László. Strategic applications of named reactions in organic synthesis : background and detailed mechanisms. Edited by Barbara Czakó. Amsterdam: Elsevier, 2005, lii, 758. ISBN 0124297854. info
  • BEŇOVSKÝ, Petr. Organická chemie : organická syntéza. 1. vyd. Brno: Masarykova univerzita, 2003, vi, 280. ISBN 8021032812. info
    not specified
  • Science of synthesis. Edited by Keiji Maruoka. Stuttgart: Georg Thieme, 2012, xliii, 974. ISBN 9783131693716. info
  • Encyclopedia of reagents for organic synthesis. Edited by Leo A. Paquette. 2nd ed. Chichester: Wiley, 2009, ccxx, 627. ISBN 9780470017548. info
  • Organic reactions. Edited by S.E Denmark. New York: John Wiley & Sons, 2009. ISBN 9780470423745. info
Teaching methods
theory plus design of viable organic syntheses
Assessment methods
In the course of the semester, students will pass 2-3 tests covering the corresponding topics. The final exam consists of a written and an oral part. Evaluation is focused on students' ability to design viable organic synthesis plus understanding of scope and limitations of used organic transformations.
Language of instruction
Czech
Further Comments
The course is taught annually.
Listed among pre-requisites of other courses
The course is also listed under the following terms Spring 2008 - for the purpose of the accreditation, Spring 2011 - only for the accreditation, Spring 2000, Spring 2001, Spring 2002, Spring 2003, Spring 2004, Spring 2005, Spring 2006, Spring 2007, Spring 2008, Spring 2009, Spring 2010, Spring 2011, Spring 2012, spring 2012 - acreditation, Spring 2013, Spring 2014, Spring 2015, Spring 2016, spring 2018, Spring 2019, Spring 2020, Spring 2021, Spring 2022, Spring 2023, Spring 2024, Spring 2025.

C4450 Organic Chemistry III -synthesis

Faculty of Science
Spring 2016
Extent and Intensity
2/0/0. 2 credit(s) (fasci plus compl plus > 4). Recommended Type of Completion: zk (examination). Other types of completion: k (colloquium).
Teacher(s)
doc. Mgr. Kamil Paruch, Ph.D. (lecturer)
Guaranteed by
doc. Mgr. Kamil Paruch, Ph.D.
Department of Chemistry – Chemistry Section – Faculty of Science
Supplier department: Department of Chemistry – Chemistry Section – Faculty of Science
Timetable
Wed 13:00–14:50 A08/309
Prerequisites
( C3022 Organic Chemistry II/1 || C3050 Organic Chemistry II )&& C5500 Stereochemistry of Org. Comp. && C7410 Structure and Reactivity
General, organic and physical chemistry
Course Enrolment Limitations
The course is also offered to the students of the fields other than those the course is directly associated with.
fields of study / plans the course is directly associated with
there are 8 fields of study the course is directly associated with, display
Course objectives
The course is a logical extension of introductory classes Organic Chemistry I (C2021) and Organic Chemistry II (C3050). The major goal is to provide a comprehensive overview of modern synthetic methods routinely used in the organic chemistry laboratory and in industry. After passing the course, students will be able to design viable preparations of organic molecules using traditional and modern methods of organic synthesis.
Syllabus
  • 1.General terms and principles. Summary of the important facts from other subjects. Hammond, Curtin-Hammett principle, principle of microscopic reversibility, Baldwin's rules, kinetic and thermodynamic course of reactions, factors influencing selectivity of the reactions. Application of these terms in organic synthesis.
  • 2.Enolate chemistry. Enolate preparation and selectivity of their formation. Various methods of the enolate preparation. Usage of enolates in organic synthesis. Stereoselective reactions of enolates.
  • 3.Enolate chemistry. Aldol reaction, Claisen reaction. Stereoselective reaction. Double stereodifferentiation. Wittig and Petersen reaction. Chemistry of sulfur ylides. Corey-Tchaykovsky reaction.
  • 4.Selective nucleophilic additions to carbonyl group. Cram, Karabatsos, Felkin-Ahn and Heathcock models.
  • 5.Interconversions of functional groups.
  • 6.Interconversions of functional groups. Mitsunobu, Eschenmoser reactions, hydroborations. Iodolactonization.
  • 7.Oxidation. Swern, Dess-Martin, Oppenauer, Sharpless and Jacobsen oxidation. Synthetic application. Epoxidation, dihydroxylation, preparation of vicinal aminoalcohols.
  • 8.Reduction. Shapiro, Birch reduction. Catalytic hydrogenation, diimide reactions, hydrosilylations.
  • 9.Rearrangements, pericyclic reactions. Cope, Claisen rearrangement. Diels-Alder, ene reactions and their hetero modifications.
  • 10.Organometallic reactions. Grignard reagents, Stille, Suzuki and McMurry reactions, conjugate addition of organocuprates, reactions of organozinc reagents. Palladium reactions.
  • 11.Multicomponent reactions. Mannich, Strecker, Ugi reactions and their stereoselective examples.
  • 12.Multistep synthesis. Classical reactions (Corey, Woodward, Nicolaue). Synthetic project.
  • 13.Protection groups and their application.
  • 14.Modern organic synthesis. Combinatorial chemistry.
Literature
  • CAREY, Francis A. and Richard J. SUNDBERG. Advanced Organic Chemistry, Part B. New York: Plenum Press, 1990, 800 pp. info
  • SMITH, Michael. Organic synthesis. New York: McGraw-Hill, 1994, xxx, 1595. ISBN 0070487162. info
  • FUHRHOP, Jurgen and Gustav PENZLIN. Organic Synthesis. New York: VCH, 1994, 432 pp. info
  • LIŠKA, František. Organická syntéza : syntonový přístup. 1. vyd. Praha: Vysoká škola chemicko-technologická, 1993, 339 s. ISBN 80-7080-176-X. info
Teaching methods
theory plus design of viable organic syntheses
Assessment methods
In the course of the semester, students will pass 2-3 tests covering the corresponding topics. The final exam consists of a written and an oral part. Evaluation is focused on students' ability to design viable organic synthesis plus understanding of scope and limitations of used organic transformations.
Language of instruction
Czech
Further Comments
The course is taught annually.
Listed among pre-requisites of other courses
The course is also listed under the following terms Spring 2008 - for the purpose of the accreditation, Spring 2011 - only for the accreditation, Spring 2000, Spring 2001, Spring 2002, Spring 2003, Spring 2004, Spring 2005, Spring 2006, Spring 2007, Spring 2008, Spring 2009, Spring 2010, Spring 2011, Spring 2012, spring 2012 - acreditation, Spring 2013, Spring 2014, Spring 2015, Spring 2017, spring 2018, Spring 2019, Spring 2020, Spring 2021, Spring 2022, Spring 2023, Spring 2024, Spring 2025.

C4450 Organic Chemistry III -synthesis

Faculty of Science
Spring 2015
Extent and Intensity
2/0/0. 2 credit(s) (fasci plus compl plus > 4). Recommended Type of Completion: zk (examination). Other types of completion: k (colloquium).
Teacher(s)
doc. Mgr. Kamil Paruch, Ph.D. (lecturer)
Guaranteed by
doc. Mgr. Kamil Paruch, Ph.D.
Department of Chemistry – Chemistry Section – Faculty of Science
Supplier department: Department of Chemistry – Chemistry Section – Faculty of Science
Timetable
Tue 13:00–14:50 A08/309
Prerequisites
( C3022 Organic Chemistry II/1 || C3050 Organic Chemistry II )&& C5500 Stereochemistry of Org. Comp. && C7410 Structure and Reactivity
General, organic and physical chemistry
Course Enrolment Limitations
The course is also offered to the students of the fields other than those the course is directly associated with.
fields of study / plans the course is directly associated with
there are 8 fields of study the course is directly associated with, display
Course objectives
The course is a logical extension of introductory classes Organic Chemistry I (C2021) and Organic Chemistry II (C3050). The major goal is to provide a comprehensive overview of modern synthetic methods routinely used in the organic chemistry laboratory and in industry. After passing the course, students will be able to design viable preparations of organic molecules using traditional and modern methods of organic synthesis.
Syllabus
  • 1.General terms and principles. Summary of the important facts from other subjects. Hammond, Curtin-Hammett principle, principle of microscopic reversibility, Baldwin's rules, kinetic and thermodynamic course of reactions, factors influencing selectivity of the reactions. Application of these terms in organic synthesis.
  • 2.Enolate chemistry. Enolate preparation and selectivity of their formation. Various methods of the enolate preparation. Usage of enolates in organic synthesis. Stereoselective reactions of enolates.
  • 3.Enolate chemistry. Aldol reaction, Claisen reaction. Stereoselective reaction. Double stereodifferentiation. Wittig and Petersen reaction. Chemistry of sulfur ylides. Corey-Tchaykovsky reaction.
  • 4.Selective nucleophilic additions to carbonyl group. Cram, Karabatsos, Felkin-Ahn and Heathcock models.
  • 5.Interconversions of functional groups.
  • 6.Interconversions of functional groups. Mitsunobu, Eschenmoser reactions, hydroborations. Iodolactonization.
  • 7.Oxidation. Swern, Dess-Martin, Oppenauer, Sharpless and Jacobsen oxidation. Synthetic application. Epoxidation, dihydroxylation, preparation of vicinal aminoalcohols.
  • 8.Reduction. Shapiro, Birch reduction. Catalytic hydrogenation, diimide reactions, hydrosilylations.
  • 9.Rearrangements, pericyclic reactions. Cope, Claisen rearrangement. Diels-Alder, ene reactions and their hetero modifications.
  • 10.Organometallic reactions. Grignard reagents, Stille, Suzuki and McMurry reactions, conjugate addition of organocuprates, reactions of organozinc reagents. Palladium reactions.
  • 11.Multicomponent reactions. Mannich, Strecker, Ugi reactions and their stereoselective examples.
  • 12.Multistep synthesis. Classical reactions (Corey, Woodward, Nicolaue). Synthetic project.
  • 13.Protection groups and their application.
  • 14.Modern organic synthesis. Combinatorial chemistry.
Literature
  • CAREY, Francis A. and Richard J. SUNDBERG. Advanced Organic Chemistry, Part B. New York: Plenum Press, 1990, 800 pp. info
  • SMITH, Michael. Organic synthesis. New York: McGraw-Hill, 1994, xxx, 1595. ISBN 0070487162. info
  • FUHRHOP, Jurgen and Gustav PENZLIN. Organic Synthesis. New York: VCH, 1994, 432 pp. info
  • LIŠKA, František. Organická syntéza : syntonový přístup. 1. vyd. Praha: Vysoká škola chemicko-technologická, 1993, 339 s. ISBN 80-7080-176-X. info
Teaching methods
theory plus design of viable organic syntheses
Assessment methods
In the course of the semester, students will pass 2-3 tests covering the corresponding topics. The final exam consists of a written and an oral part. Evaluation is focused on students' ability to design viable organic synthesis plus understanding of scope and limitations of used organic transformations.
Language of instruction
Czech
Further Comments
The course is taught annually.
Listed among pre-requisites of other courses
The course is also listed under the following terms Spring 2008 - for the purpose of the accreditation, Spring 2011 - only for the accreditation, Spring 2000, Spring 2001, Spring 2002, Spring 2003, Spring 2004, Spring 2005, Spring 2006, Spring 2007, Spring 2008, Spring 2009, Spring 2010, Spring 2011, Spring 2012, spring 2012 - acreditation, Spring 2013, Spring 2014, Spring 2016, Spring 2017, spring 2018, Spring 2019, Spring 2020, Spring 2021, Spring 2022, Spring 2023, Spring 2024, Spring 2025.

C4450 Organic Chemistry III -synthesis

Faculty of Science
Spring 2014
Extent and Intensity
2/0/0. 2 credit(s) (fasci plus compl plus > 4). Recommended Type of Completion: zk (examination). Other types of completion: k (colloquium).
Teacher(s)
doc. Mgr. Kamil Paruch, Ph.D. (lecturer)
Guaranteed by
doc. Mgr. Kamil Paruch, Ph.D.
Department of Chemistry – Chemistry Section – Faculty of Science
Supplier department: Department of Chemistry – Chemistry Section – Faculty of Science
Timetable
Tue 13:00–14:50 A08/309
Prerequisites
( C3022 Organic Chemistry II/1 || C3050 Organic Chemistry II )&& C5500 Stereochemistry of Org. Comp. && C7410 Structure and Reactivity
General, organic and physical chemistry
Course Enrolment Limitations
The course is also offered to the students of the fields other than those the course is directly associated with.
fields of study / plans the course is directly associated with
there are 8 fields of study the course is directly associated with, display
Course objectives
The course is a logical extension of introductory classes Organic Chemistry I (C2021) and Organic Chemistry II (C3050). The major goal is to provide a comprehensive overview of modern synthetic methods routinely used in the organic chemistry laboratory and in industry. After passing the course, students will be able to design viable preparations of organic molecules using traditional and modern methods of organic synthesis.
Syllabus
  • 1.General terms and principles. Summary of the important facts from other subjects. Hammond, Curtin-Hammett principle, principle of microscopic reversibility, Baldwin's rules, kinetic and thermodynamic course of reactions, factors influencing selectivity of the reactions. Application of these terms in organic synthesis.
  • 2.Enolate chemistry. Enolate preparation and selectivity of their formation. Various methods of the enolate preparation. Usage of enolates in organic synthesis. Stereoselective reactions of enolates.
  • 3.Enolate chemistry. Aldol reaction, Claisen reaction. Stereoselective reaction. Double stereodifferentiation. Wittig and Petersen reaction. Chemistry of sulfur ylides. Corey-Tchaykovsky reaction.
  • 4.Selective nucleophilic additions to carbonyl group. Cram, Karabatsos, Felkin-Ahn and Heathcock models.
  • 5.Interconversions of functional groups.
  • 6.Interconversions of functional groups. Mitsunobu, Eschenmoser reactions, hydroborations. Iodolactonization.
  • 7.Oxidation. Swern, Dess-Martin, Oppenauer, Sharpless and Jacobsen oxidation. Synthetic application. Epoxidation, dihydroxylation, preparation of vicinal aminoalcohols.
  • 8.Reduction. Shapiro, Birch reduction. Catalytic hydrogenation, diimide reactions, hydrosilylations.
  • 9.Rearrangements, pericyclic reactions. Cope, Claisen rearrangement. Diels-Alder, ene reactions and their hetero modifications.
  • 10.Organometallic reactions. Grignard reagents, Stille, Suzuki and McMurry reactions, conjugate addition of organocuprates, reactions of organozinc reagents. Palladium reactions.
  • 11.Multicomponent reactions. Mannich, Strecker, Ugi reactions and their stereoselective examples.
  • 12.Multistep synthesis. Classical reactions (Corey, Woodward, Nicolaue). Synthetic project.
  • 13.Protection groups and their application.
  • 14.Modern organic synthesis. Combinatorial chemistry.
Literature
    recommended literature
  • BEŇOVSKÝ, Petr. Organická chemie : organická syntéza. 1. vyd. Brno: Masarykova univerzita, 2003, vi, 280. ISBN 8021032812. info
  • Encyclopedia of reagents for organic synthesis. Edited by Leo A. Paquette. Chichester: Wiley, 2009, s. i-xviii. ISBN 9780470017548. info
    not specified
  • DENMARK, Scott E. Organic Reactions: Vol 73. Wiley-Blackwell, 2009. ISBN 9780470436905. info
  • CAREY, Francis A. and Richard J. SUNDBERG. Advanced Organic Chemistry, Part B. New York: Plenum Press, 1990, 800 pp. info
  • Comprehensive organic synthesis : selectivity, strategy & efficiency in modern organic chemistry. Volume 9, Cumulative indexes. Edited by Barry M. Trost - Ian Fleming. 1st ed. Oxford: Pergamon Press, 1991, xv, 810 s. ISBN 0-08-040600-99. info
  • SMITH, Michael. Organic synthesis. New York: McGraw-Hill, 1994, xxx, 1595. ISBN 0070487162. info
  • FUHRHOP, Jurgen and Gustav PENZLIN. Organic Synthesis. New York: VCH, 1994, 432 pp. info
  • LIŠKA, František. Organická syntéza : syntonový přístup. 1. vyd. Praha: Vysoká škola chemicko-technologická, 1993, 339 s. ISBN 80-7080-176-X. info
Teaching methods
theory plus design of viable organic syntheses
Assessment methods
In the course of the semester, students will pass 2-3 tests covering the corresponding topics. The final exam consists of a written and an oral part. Evaluation is focused on students' ability to design viable organic synthesis plus understanding of scope and limitations of used organic transformations.
Language of instruction
Czech
Further Comments
The course is taught annually.
Listed among pre-requisites of other courses
The course is also listed under the following terms Spring 2008 - for the purpose of the accreditation, Spring 2011 - only for the accreditation, Spring 2000, Spring 2001, Spring 2002, Spring 2003, Spring 2004, Spring 2005, Spring 2006, Spring 2007, Spring 2008, Spring 2009, Spring 2010, Spring 2011, Spring 2012, spring 2012 - acreditation, Spring 2013, Spring 2015, Spring 2016, Spring 2017, spring 2018, Spring 2019, Spring 2020, Spring 2021, Spring 2022, Spring 2023, Spring 2024, Spring 2025.

C4450 Organic Chemistry III -synthesis

Faculty of Science
Spring 2013
Extent and Intensity
2/0/0. 2 credit(s) (fasci plus compl plus > 4). Recommended Type of Completion: zk (examination). Other types of completion: k (colloquium).
Teacher(s)
doc. Mgr. Kamil Paruch, Ph.D. (lecturer)
Guaranteed by
doc. Mgr. Kamil Paruch, Ph.D.
Department of Chemistry – Chemistry Section – Faculty of Science
Supplier department: Department of Chemistry – Chemistry Section – Faculty of Science
Timetable
Tue 10:00–11:50 A08/309
Prerequisites
( C3022 Organic Chemistry II/1 || C3050 Organic Chemistry II )&& C5500 Stereochemistry of Org. Comp. && C7410 Structure and Reactivity
General, organic and physical chemistry
Course Enrolment Limitations
The course is also offered to the students of the fields other than those the course is directly associated with.
fields of study / plans the course is directly associated with
there are 8 fields of study the course is directly associated with, display
Course objectives
The course is a logical extension of introductory classes Organic Chemistry I (C2021) and Organic Chemistry II (C3050). The major goal is to provide a comprehensive overview of modern synthetic methods routinely used in the organic chemistry laboratory and in industry. After passing the course, students will be able to design viable preparations of organic molecules using traditional and modern methods of organic synthesis.
Syllabus
  • 1.General terms and principles. Summary of the important facts from other subjects.Hammond, Curtin-Hammett principle, principle of microscopic reversibility, Baldwin's rules, kinetic and thermodynamic course of reactions, factors influencing selectivity of the reactions. Application of these terms in organic synthesis.
  • 2.Enolate chemistry. Enolate preparation and selectivity of their formation. Various methods of the enolate preparation. Usage of enolates in organic synthesis. Stereoselective reactions of enolates.
  • 3.Enolate chemistry. Aldol reaction, Claisen reaction. Stereoselective reaction. Double stereodifferentiation. Wittig and Petersen reaction. Chemistry of sulfur ylides. Corey-Tchaykovsky reaction.
  • 4.Selective nucleophilic additions to carbonyl group. Cram, Karabatsos, Felkin-Ahn and Heathcock models.
  • 5.Interconversions of functional groups.
  • 6.Interconversions of functional groups. Mitsunobu, Eschenmoser reactions, hydroborations. Iodolactonization.
  • 7.Oxidation. Swern, Dess-Martin, Oppenauer, Sharpless and Jacobsen oxidation. Synthetic application. Epoxidation, dihydroxylation, preparation of vicinal aminoalcohols.
  • 8.Reduction. Shapiro, Birch reduction. Catalytic hydrogenation, diimide reactions, hydrosilylations.
  • 9.Rearrangements, pericyclic reactions. Cope, Claisen rearrangement. Diels-Alder, ene reactions and their hetero modifications.
  • 10.Organometallic reactions. Grignard reagents, Stille, Suzuki and McMurry reactions, conjugate addition of organocuprates, reactions of organozinc reagents. Palladium reactions.
  • 11.Multicomponent reactions. Mannich, Strecker, Ugi reactions and their stereoselective examples.
  • 12.Multistep synthesis. Classical reactions(Corey, Woodward, Nicolaue). Synthetic project.
  • 13.Protection groups and their application.
  • 14.Modern organic synthesis. Combinatorial chemistry.
Literature
  • CAREY, Francis A. and Richard J. SUNDBERG. Advanced Organic Chemistry, Part B. New York: Plenum Press, 1990, 800 pp. info
  • SMITH, Michael. Organic synthesis. New York: McGraw-Hill, 1994, xxx, 1595. ISBN 0070487162. info
  • FUHRHOP, Jurgen and Gustav PENZLIN. Organic Synthesis. New York: VCH, 1994, 432 pp. info
  • LIŠKA, František. Organická syntéza : syntonový přístup. 1. vyd. Praha: Vysoká škola chemicko-technologická, 1993, 339 s. ISBN 80-7080-176-X. info
Teaching methods
theory plus design of viable organic syntheses
Assessment methods
In the course of the semester, students will pass 2-3 tests covering the corrsponding topics. The final exam consists of a written and an oral part. Evaluation is focused on students' ability to design viable organic synthesis plus understanding of scope and limitations of used organic transformations.
Language of instruction
Czech
Further Comments
The course is taught annually.
Listed among pre-requisites of other courses
The course is also listed under the following terms Spring 2008 - for the purpose of the accreditation, Spring 2011 - only for the accreditation, Spring 2000, Spring 2001, Spring 2002, Spring 2003, Spring 2004, Spring 2005, Spring 2006, Spring 2007, Spring 2008, Spring 2009, Spring 2010, Spring 2011, Spring 2012, spring 2012 - acreditation, Spring 2014, Spring 2015, Spring 2016, Spring 2017, spring 2018, Spring 2019, Spring 2020, Spring 2021, Spring 2022, Spring 2023, Spring 2024, Spring 2025.

C4450 Organic Chemistry III -synthesis

Faculty of Science
Spring 2012
Extent and Intensity
2/0/0. 2 credit(s) (fasci plus compl plus > 4). Recommended Type of Completion: zk (examination). Other types of completion: k (colloquium).
Teacher(s)
doc. Mgr. Kamil Paruch, Ph.D. (lecturer)
Guaranteed by
doc. Mgr. Kamil Paruch, Ph.D.
Department of Chemistry – Chemistry Section – Faculty of Science
Supplier department: Department of Chemistry – Chemistry Section – Faculty of Science
Timetable
Wed 9:00–10:50 A08/309
Prerequisites
C3022 Organic Chemistry II && C5500 Stereochemistry of Org. Comp. && C7410 Structure and Reactivity
General, organic and physical chemistry
Course Enrolment Limitations
The course is also offered to the students of the fields other than those the course is directly associated with.
fields of study / plans the course is directly associated with
there are 16 fields of study the course is directly associated with, display
Course objectives
Content of the subject is a logical extension of introductory classes Organic Chemistry I (C2021) and Organic Chemistry II (C3050). The major goal is to provide a comprehensive overview of modern synthetic methods routinely used in the laboratory and in industry. Students will be able to design viable syntheses of organic molecules using traditional and modern methods of organic synthesis.
Syllabus
  • 1.General terms and principles. Summary of the important facts from other subjects.Hammond, Curtin-Hammett principle, principle of mikroscopic reversibility, Baldwin's rules, kinetic and thermodynamic course of reactions, factors influencing selectivity of the reactions. Application of these terms in organic synthesis.
  • 2.Enolate chemistry. Enolate preparation and selectivity of their formation. Various methods of the enolate preparation. Usage of enolates in organic synthesis. Stereoselective reactions of enolates.
  • 3.Enolate chemistry. Aldol reaction, Claisen reaction. Stereoselective reaction. Double stereodifferentiation. Wittig and Petersen reaction. Chemistry of sulfur ylides. Corey-Tchaykovsky reaction.
  • 4.Selective nucleophilic additions to carbonyl group. Cram, Karabatsos, Felkin-Ahn and Heathcock models.
  • 5.Interconversions of functional groups.
  • 6.Interconversions of functional groups. Mitsunobu, Eschenmoser reactions, hydroborations. Iodolactonization.
  • 7.Oxidation. Swern, Dess-Martin, Oppenauer, Sharpless and Jacobsen oxidation. Synthetic application. Epoxidation, dihydroxylation, preparation of vicinal aminoalcohols.
  • 8.Reduction. Shapiro, Birch reduction. Catalytic hydrogenation, diimide reactions, hydrosilylations.
  • 9.Rearrangements, pericyclic reactions. Cope, Claisen rearrangement. Diels-Alder, ene reactions and their hetero modifications.
  • 10.Organometallic reactions. Grignard reagents, Stille, Suzuki and McMurry reactions, conjugate addition of organocuprates, reactions of organozinc reagents. Palladium reactions.
  • 11.Multicomponent reactions. Mannich, Strecker, Ugi reactions and their stereoselective examples.
  • 12.Multistep synthesis. Classical reactions(Corey, Woodward, Nicolaue). Synthetic project.
  • 13.Protection groups and their application.
  • 14.Modern organic synthesis. Combinatorial chemistry.
Literature
  • CAREY, Francis A. and Richard J. SUNDBERG. Advanced Organic Chemistry, Part B. New York: Plenum Press, 1990, 800 pp. info
  • SMITH, Michael. Organic synthesis. New York: McGraw-Hill, 1994, xxx, 1595. ISBN 0070487162. info
  • FUHRHOP, Jurgen and Gustav PENZLIN. Organic Synthesis. New York: VCH, 1994, 432 pp. info
  • LIŠKA, František. Organická syntéza : syntonový přístup. 1. vyd. Praha: Vysoká škola chemicko-technologická, 1993, 339 s. ISBN 80-7080-176-X. info
Teaching methods
theory plus design of viable organic syntheses
Assessment methods
Lecture with written test followed by an oral examination.
Language of instruction
Czech
Further Comments
The course is taught annually.
Listed among pre-requisites of other courses
The course is also listed under the following terms Spring 2008 - for the purpose of the accreditation, Spring 2011 - only for the accreditation, Spring 2000, Spring 2001, Spring 2002, Spring 2003, Spring 2004, Spring 2005, Spring 2006, Spring 2007, Spring 2008, Spring 2009, Spring 2010, Spring 2011, spring 2012 - acreditation, Spring 2013, Spring 2014, Spring 2015, Spring 2016, Spring 2017, spring 2018, Spring 2019, Spring 2020, Spring 2021, Spring 2022, Spring 2023, Spring 2024, Spring 2025.

C4450 Organic Chemistry III -synthesis

Faculty of Science
Spring 2011
Extent and Intensity
2/0/0. 2 credit(s) (fasci plus compl plus > 4). Recommended Type of Completion: zk (examination). Other types of completion: k (colloquium).
Teacher(s)
doc. Mgr. Kamil Paruch, Ph.D. (lecturer)
Guaranteed by
doc. Mgr. Kamil Paruch, Ph.D.
Department of Chemistry – Chemistry Section – Faculty of Science
Timetable
Tue 9:00–10:50 A08/309
Prerequisites
C3022 Organic Chemistry II && C5500 Stereochemistry of Org. Comp. && C7410 Structure and Reactivity
General, organic and physical chemistry
Course Enrolment Limitations
The course is also offered to the students of the fields other than those the course is directly associated with.
fields of study / plans the course is directly associated with
there are 16 fields of study the course is directly associated with, display
Course objectives
Content of the subject is a logical extension of introductory classes Organic Chemistry I (C2021) and Organic Chemistry II (C3050). The major goal is to provide a comprehensive overview of modern synthetic methods routinely used in the laboratory and in industry. Students will be able to design viable syntheses of organic molecules using traditional and modern methods of organic synthesis.
Syllabus
  • 1.General terms and principles. Summary of the important facts from other subjects.Hammond, Curtin-Hammett principle, principle of mikroscopic reversibility, Baldwin's rules, kinetic and thermodynamic course of reactions, factors influencing selectivity of the reactions. Application of these terms in organic synthesis.
  • 2.Enolate chemistry. Enolate preparation and selectivity of their formation. Various methods of the enolate preparation. Usage of enolates in organic synthesis. Stereoselective reactions of enolates.
  • 3.Enolate chemistry. Aldol reaction, Claisen reaction. Stereoselective reaction. Double stereodifferentiation. Wittig and Petersen reaction. Chemistry of sulfur ylides. Corey-Tchaykovsky reaction.
  • 4.Selective nucleophilic additions to carbonyl group. Cram, Karabatsos, Felkin-Ahn and Heathcock models.
  • 5.Interconversions of functional groups.
  • 6.Interconversions of functional groups. Mitsunobu, Eschenmoser reactions, hydroborations. Iodolactonization.
  • 7.Oxidation. Swern, Dess-Martin, Oppenauer, Sharpless and Jacobsen oxidation. Synthetic application. Epoxidation, dihydroxylation, preparation of vicinal aminoalcohols.
  • 8.Reduction. Shapiro, Birch reduction. Catalytic hydrogenation, diimide reactions, hydrosilylations.
  • 9.Rearrangements, pericyclic reactions. Cope, Claisen rearrangement. Diels-Alder, ene reactions and their hetero modifications.
  • 10.Organometallic reactions. Grignard reagents, Stille, Suzuki and McMurry reactions, conjugate addition of organocuprates, reactions of organozinc reagents. Palladium reactions.
  • 11.Multicomponent reactions. Mannich, Strecker, Ugi reactions and their stereoselective examples.
  • 12.Multistep synthesis. Classical reactions(Corey, Woodward, Nicolaue). Synthetic project.
  • 13.Protection groups and their application.
  • 14.Modern organic synthesis. Combinatorial chemistry.
Literature
  • CAREY, Francis A. and Richard J. SUNDBERG. Advanced Organic Chemistry, Part B. New York: Plenum Press, 1990, 800 pp. info
  • SMITH, Michael. Organic synthesis. New York: McGraw-Hill, 1994, xxx, 1595. ISBN 0070487162. info
  • FUHRHOP, Jurgen and Gustav PENZLIN. Organic Synthesis. New York: VCH, 1994, 432 pp. info
  • LIŠKA, František. Organická syntéza : syntonový přístup. 1. vyd. Praha: Vysoká škola chemicko-technologická, 1993, 339 s. ISBN 80-7080-176-X. info
Teaching methods
theory plus design of viable organic syntheses
Assessment methods
Lecture with written test followed by an oral examination.
Language of instruction
Czech
Further Comments
Study Materials
The course is taught annually.
Listed among pre-requisites of other courses
The course is also listed under the following terms Spring 2008 - for the purpose of the accreditation, Spring 2011 - only for the accreditation, Spring 2000, Spring 2001, Spring 2002, Spring 2003, Spring 2004, Spring 2005, Spring 2006, Spring 2007, Spring 2008, Spring 2009, Spring 2010, Spring 2012, spring 2012 - acreditation, Spring 2013, Spring 2014, Spring 2015, Spring 2016, Spring 2017, spring 2018, Spring 2019, Spring 2020, Spring 2021, Spring 2022, Spring 2023, Spring 2024, Spring 2025.

C4450 Organic Chemistry III -synthesis

Faculty of Science
Spring 2010
Extent and Intensity
2/0/0. 2 credit(s) (fasci plus compl plus > 4). Recommended Type of Completion: zk (examination). Other types of completion: k (colloquium).
Teacher(s)
doc. Mgr. Kamil Paruch, Ph.D. (lecturer)
Guaranteed by
doc. Mgr. Kamil Paruch, Ph.D.
Department of Chemistry – Chemistry Section – Faculty of Science
Timetable
Tue 13:00–14:50 A08/309
Prerequisites
C3022 Organic Chemistry II && C5500 Stereochemistry of Org. Comp. && C7410 Structure and Reactivity
General, organic and physical chemistry
Course Enrolment Limitations
The course is also offered to the students of the fields other than those the course is directly associated with.
fields of study / plans the course is directly associated with
there are 18 fields of study the course is directly associated with, display
Course objectives
Content of the subject is a logical extension of introductory classes Organic Chemistry I (C2021) and Organic Chemistry II (C3050). The major goal is to provide a comprehensive overview of modern synthetic methods routinely used in the laboratory and in industry. Students will be able to design viable syntheses of organic molecules using traditional and modern methods of organic synthesis.
Syllabus
  • 1.General terms and principles. Summary of the important facts from other subjects.Hammond, Curtin-Hammett principle, principle of mikroscopic reversibility, Baldwin's rules, kinetic and thermodynamic course of reactions, factors influencing selectivity of the reactions. Application of these terms in organic synthesis.
  • 2.Enolate chemistry. Enolate preparation and selectivity of their formation. Various methods of the enolate preparation. Usage of enolates in organic synthesis. Stereoselective reactions of enolates.
  • 3.Enolate chemistry. Aldol reaction, Claisen reaction. Stereoselective reaction. Double stereodifferentiation. Wittig and Petersen reaction. Chemistry of sulfur ylides. Corey-Tchaykovsky reaction.
  • 4.Selective nucleophilic additions to carbonyl group. Cram, Karabatsos, Felkin-Ahn and Heathcock models.
  • 5.Interconversions of functional groups.
  • 6.Interconversions of functional groups. Mitsunobu, Eschenmoser reactions, hydroborations. Iodolactonization.
  • 7.Oxidation. Swern, Dess-Martin, Oppenauer, Sharpless and Jacobsen oxidation. Synthetic application. Epoxidation, dihydroxylation, preparation of vicinal aminoalcohols.
  • 8.Reduction. Shapiro, Birch reduction. Catalytic hydrogenation, diimide reactions, hydrosilylations.
  • 9.Rearrangements, pericyclic reactions. Cope, Claisen rearrangement. Diels-Alder, ene reactions and their hetero modifications.
  • 10.Organometallic reactions. Grignard reagents, Stille, Suzuki and McMurry reactions, conjugate addition of organocuprates, reactions of organozinc reagents. Palladium reactions.
  • 11.Multicomponent reactions. Mannich, Strecker, Ugi reactions and their stereoselective examples.
  • 12.Multistep synthesis. Classical reactions(Corey, Woodward, Nicolaue). Synthetic project.
  • 13.Protection groups and their application.
  • 14.Modern organic synthesis. Combinatorial chemistry.
Literature
  • CAREY, Francis A. and Richard J. SUNDBERG. Advanced Organic Chemistry, Part B. New York: Plenum Press, 1990, 800 pp. info
  • SMITH, Michael. Organic synthesis. New York: McGraw-Hill, 1994, xxx, 1595. ISBN 0070487162. info
  • FUHRHOP, Jurgen and Gustav PENZLIN. Organic Synthesis. New York: VCH, 1994, 432 pp. info
  • LIŠKA, František. Organická syntéza : syntonový přístup. 1. vyd. Praha: Vysoká škola chemicko-technologická, 1993, 339 s. ISBN 80-7080-176-X. info
Teaching methods
theory plus design of viable organic syntheses
Assessment methods
Lecture with written test followed by an oral examination.
Language of instruction
Czech
Further Comments
The course is taught annually.
Listed among pre-requisites of other courses
The course is also listed under the following terms Spring 2008 - for the purpose of the accreditation, Spring 2011 - only for the accreditation, Spring 2000, Spring 2001, Spring 2002, Spring 2003, Spring 2004, Spring 2005, Spring 2006, Spring 2007, Spring 2008, Spring 2009, Spring 2011, Spring 2012, spring 2012 - acreditation, Spring 2013, Spring 2014, Spring 2015, Spring 2016, Spring 2017, spring 2018, Spring 2019, Spring 2020, Spring 2021, Spring 2022, Spring 2023, Spring 2024, Spring 2025.

C4450 Organic Chemistry III -synthesis

Faculty of Science
Spring 2009
Extent and Intensity
2/0/0. 2 credit(s) (fasci plus compl plus > 4). Recommended Type of Completion: zk (examination). Other types of completion: k (colloquium).
Teacher(s)
doc. RNDr. Ctibor Mazal, CSc. (lecturer)
doc. Mgr. Kamil Paruch, Ph.D. (lecturer)
Guaranteed by
doc. Mgr. Kamil Paruch, Ph.D.
Department of Chemistry – Chemistry Section – Faculty of Science
Timetable
Mon 14:00–15:50 A08/309
Prerequisites
C3022 Organic Chemistry II && C5500 Stereochemistry of Org. Comp. && C7410 Structure and Reactivity
General, organic and physical chemistry
Course Enrolment Limitations
The course is also offered to the students of the fields other than those the course is directly associated with.
fields of study / plans the course is directly associated with
there are 18 fields of study the course is directly associated with, display
Course objectives
Content of the subject is a logical extension of introductory classes Organic Chemistry I (C2021) and Organic Chemistry II (C3050). The major goal is to provide a comprehensive overview of modern synthetic methods routinely used in laboratories and even in industry.
Syllabus
  • 1.General terms and principles. Summary of the important facts from other subjects.Hammond, Curtin-Hammett principle, principle of mikroscopic reversibility, Baldwin's rules, kinetic and thermodynamic course of reactions, factors influencing selectivity of the reactions. Application of these terms in organic synthesis.
  • 2.Enolate chemistry. Enolate preparation and selectivity of their formation. Various methods of the enolate preparation. Usage of enolates in organic synthesis. Stereoselective reactions of enolates.
  • 3.Enolate chemistry. Aldol reaction, Claisen reaction. Stereoselective reaction. Double stereodifferentiation. Wittig and Petersen reaction. Chemistry of sulfur ylides. Corey-Tchaykovsky reaction.
  • 4.Selective nucleophilic additions to carbonyl group. Cram, Karabatsos, Felkin-Ahn and Heathcock models.
  • 5.Interconversions of functional groups.
  • 6.Interconversions of functional groups. Mitsunobu, Eschenmoser reactions, hydroborations. Iodolactonization.
  • 7.Oxidation. Swern, Dess-Martin, Oppenauer, Sharpless and Jacobsen oxidation. Synthetic application. Epoxidation, dihydroxylation, preparation of vicinal aminoalcohols.
  • 8.Reduction. Shapiro, Birch reduction. Catalytic hydrogenation, diimide reactions, hydrosilylations.
  • 9.Rearrangements, pericyclic reactions. Cope, Claisen rearrangement. Diels-Alder, ene reactions and their hetero modifications.
  • 10.Organometallic reactions. Grignard reagents, Stille, Suzuki and McMurry reactions, conjugate addition of organocuprates, reactions of organozinc reagents. Palladium reactions.
  • 11.Multicomponent reactions. Mannich, Strecker, Ugi reactions and their stereoselective examples.
  • 12.Multistep synthesis. Classical reactions(Corey, Woodward, Nicolaue). Synthetic project.
  • 13.Protection groups and their application.
  • 14.Modern organic synthesis. Combinatorial chemistry.
Literature
  • CAREY, Francis A. and Richard J. SUNDBERG. Advanced Organic Chemistry, Part B. New York: Plenum Press, 1990, 800 pp. info
  • SMITH, Michael. Organic synthesis. New York: McGraw-Hill, 1994, xxx, 1595. ISBN 0070487162. info
  • FUHRHOP, Jurgen and Gustav PENZLIN. Organic Synthesis. New York: VCH, 1994, 432 pp. info
  • LIŠKA, František. Organická syntéza : syntonový přístup. 1. vyd. Praha: Vysoká škola chemicko-technologická, 1993, 339 s. ISBN 80-7080-176-X. info
Assessment methods
Lecture with written test followed with an oral examination.
Language of instruction
Czech
Further Comments
Study Materials
The course is taught annually.
Listed among pre-requisites of other courses
The course is also listed under the following terms Spring 2008 - for the purpose of the accreditation, Spring 2011 - only for the accreditation, Spring 2000, Spring 2001, Spring 2002, Spring 2003, Spring 2004, Spring 2005, Spring 2006, Spring 2007, Spring 2008, Spring 2010, Spring 2011, Spring 2012, spring 2012 - acreditation, Spring 2013, Spring 2014, Spring 2015, Spring 2016, Spring 2017, spring 2018, Spring 2019, Spring 2020, Spring 2021, Spring 2022, Spring 2023, Spring 2024, Spring 2025.

C4450 Organic Chemistry III -synthesis

Faculty of Science
Spring 2008
Extent and Intensity
2/0/0. 2 credit(s) (fasci plus compl plus > 4). Recommended Type of Completion: zk (examination). Other types of completion: k (colloquium).
Teacher(s)
doc. RNDr. Ctibor Mazal, CSc. (lecturer)
Guaranteed by
prof. RNDr. Milan Potáček, CSc.
Department of Chemistry – Chemistry Section – Faculty of Science
Timetable
Tue 14:00–15:50 A08/309
Prerequisites
C3022 Organic Chemistry II
General, organic and physical chemistry
Course Enrolment Limitations
The course is also offered to the students of the fields other than those the course is directly associated with.
fields of study / plans the course is directly associated with
there are 25 fields of study the course is directly associated with, display
Course objectives
Content of the subject is a logical extension of introductory classes Organic Chemistry I (C2021) and Organic Chemistry II (C3050). The major goal is to provide a comprehensive overview of modern synthetic methods routinely used in laboratories and even in industry.
Syllabus
  • 1.General terms and principles. Summary of the important facts from other subjects.Hammond, Curtin-Hammett principle, principle of mikroscopic reversibility, Baldwin's rules, kinetic and thermodynamic course of reactions, factors influencing selectivity of the reactions. Application of these terms in organic synthesis. 2.Enolate chemistry. Enolate preparation and selectivity of their formation. Various methods of the enolate preparation. Usage of enolates in organic synthesis. Stereoselective reactions of enolates. 3.Enolate chemistry. Aldol reaction, Claisen reaction. Stereoselective reaction. Double stereodifferentiation. Wittig and Petersen reaction. Chemistry of sulfur ylides. Corey-Tchaykovsky reaction. 4.Selective nucleophilic additions to carbonyl group. Cram, Karabatsos, Felkin-Ahn and Heathcock models. 5.Interconversions of functional groups. 6.Interconversions of functional groups. Mitsunobu, Eschenmoser reactions, hydroborations. Iodolactonization. 7.Oxidation. Swern, Dess-Martin, Oppenauer, Sharpless and Jacobsen oxidation. Synthetic application. Epoxidation, dihydroxylation, preparation of vicinal aminoalcohols. 8.Reduction. Shapiro, Birch reduction. Catalytic hydrogenation, diimide reactions, hydrosilylations. 9.Rearrangements, pericyclic reactions. Cope, Claisen rearrangement. Diels-Alder, ene reactions and their hetero modifications. 10.Organometallic reactions. Grignard reagents, Stille, Suzuki and McMurry reactions, conjugate addition of organocuprates, reactions of organozinc reagents. Palladium reactions. 11.Multicomponent reactions. Mannich, Strecker, Ugi reactions and their stereoselective examples. 12.Multistep synthesis. Classical reactions(Corey, Woodward, Nicolaue). Synthetic project. 13.Protection groups and their application. 14.Modern organic synthesis. Combinatorial chemistry.
Literature
  • CAREY, Francis A. and Richard J. SUNDBERG. Advanced Organic Chemistry, Part B. New York: Plenum Press, 1990, 800 pp. info
  • SMITH, Michael. Organic synthesis. New York: McGraw-Hill, 1994, xxx, 1595. ISBN 0070487162. info
  • FUHRHOP, Jurgen and Gustav PENZLIN. Organic Synthesis. New York: VCH, 1994, 432 pp. info
  • LIŠKA, František. Organická syntéza : syntonový přístup. 1. vyd. Praha: Vysoká škola chemicko-technologická, 1993, 339 s. ISBN 80-7080-176-X. info
Assessment methods (in Czech)
zkouška
Language of instruction
Czech
Further Comments
Study Materials
The course is taught annually.
Listed among pre-requisites of other courses
The course is also listed under the following terms Spring 2008 - for the purpose of the accreditation, Spring 2011 - only for the accreditation, Spring 2000, Spring 2001, Spring 2002, Spring 2003, Spring 2004, Spring 2005, Spring 2006, Spring 2007, Spring 2009, Spring 2010, Spring 2011, Spring 2012, spring 2012 - acreditation, Spring 2013, Spring 2014, Spring 2015, Spring 2016, Spring 2017, spring 2018, Spring 2019, Spring 2020, Spring 2021, Spring 2022, Spring 2023, Spring 2024, Spring 2025.

C4450 Organic Chemistry III -synthesis

Faculty of Science
Spring 2007
Extent and Intensity
2/0/0. 2 credit(s) (fasci plus compl plus > 4). Recommended Type of Completion: zk (examination). Other types of completion: k (colloquium).
Teacher(s)
doc. RNDr. Ctibor Mazal, CSc. (lecturer)
Guaranteed by
prof. RNDr. Milan Potáček, CSc.
Department of Chemistry – Chemistry Section – Faculty of Science
Timetable
Tue 16:00–17:50 03021
Prerequisites
C3022 Organic Chemistry II
General, organic and physical chemistry
Course Enrolment Limitations
The course is also offered to the students of the fields other than those the course is directly associated with.
fields of study / plans the course is directly associated with
there are 25 fields of study the course is directly associated with, display
Course objectives
Content of the subject is a logical extension of introductory classes Organic Chemistry I (C2021) and Organic Chemistry II (C3050). The major goal is to provide a comprehensive overview of modern synthetic methods routinely used in laboratories and even in industry.
Syllabus
  • 1.General terms and principles. Summary of the important facts from other subjects.Hammond, Curtin-Hammett principle, principle of mikroscopic reversibility, Baldwin's rules, kinetic and thermodynamic course of reactions, factors influencing selectivity of the reactions. Application of these terms in organic synthesis. 2.Enolate chemistry. Enolate preparation and selectivity of their formation. Various methods of the enolate preparation. Usage of enolates in organic synthesis. Stereoselective reactions of enolates. 3.Enolate chemistry. Aldol reaction, Claisen reaction. Stereoselective reaction. Double stereodifferentiation. Wittig and Petersen reaction. Chemistry of sulfur ylides. Corey-Tchaykovsky reaction. 4.Selective nucleophilic additions to carbonyl group. Cram, Karabatsos, Felkin-Ahn and Heathcock models. 5.Interconversions of functional groups. 6.Interconversions of functional groups. Mitsunobu, Eschenmoser reactions, hydroborations. Iodolactonization. 7.Oxidation. Swern, Dess-Martin, Oppenauer, Sharpless and Jacobsen oxidation. Synthetic application. Epoxidation, dihydroxylation, preparation of vicinal aminoalcohols. 8.Reduction. Shapiro, Birch reduction. Catalytic hydrogenation, diimide reactions, hydrosilylations. 9.Rearrangements, pericyclic reactions. Cope, Claisen rearrangement. Diels-Alder, ene reactions and their hetero modifications. 10.Organometallic reactions. Grignard reagents, Stille, Suzuki and McMurry reactions, conjugate addition of organocuprates, reactions of organozinc reagents. Palladium reactions. 11.Multicomponent reactions. Mannich, Strecker, Ugi reactions and their stereoselective examples. 12.Multistep synthesis. Classical reactions(Corey, Woodward, Nicolaue). Synthetic project. 13.Protection groups and their application. 14.Modern organic synthesis. Combinatorial chemistry.
Literature
  • CAREY, Francis A. and Richard J. SUNDBERG. Advanced Organic Chemistry, Part B. New York: Plenum Press, 1990, 800 pp. info
  • SMITH, Michael. Organic synthesis. New York: McGraw-Hill, 1994, xxx, 1595. ISBN 0070487162. info
  • FUHRHOP, Jurgen and Gustav PENZLIN. Organic Synthesis. New York: VCH, 1994, 432 pp. info
  • LIŠKA, František. Organická syntéza : syntonový přístup. 1. vyd. Praha: Vysoká škola chemicko-technologická, 1993, 339 s. ISBN 80-7080-176-X. info
Assessment methods (in Czech)
zkouška
Language of instruction
Czech
Further Comments
The course is taught annually.
Listed among pre-requisites of other courses
The course is also listed under the following terms Spring 2008 - for the purpose of the accreditation, Spring 2011 - only for the accreditation, Spring 2000, Spring 2001, Spring 2002, Spring 2003, Spring 2004, Spring 2005, Spring 2006, Spring 2008, Spring 2009, Spring 2010, Spring 2011, Spring 2012, spring 2012 - acreditation, Spring 2013, Spring 2014, Spring 2015, Spring 2016, Spring 2017, spring 2018, Spring 2019, Spring 2020, Spring 2021, Spring 2022, Spring 2023, Spring 2024, Spring 2025.

C4450 Organic Chemistry III -synthesis

Faculty of Science
Spring 2006
Extent and Intensity
2/0/0. 2 credit(s) (fasci plus compl plus > 4). Recommended Type of Completion: zk (examination). Other types of completion: k (colloquium).
Teacher(s)
doc. RNDr. Ctibor Mazal, CSc. (lecturer)
Guaranteed by
prof. RNDr. Milan Potáček, CSc.
Department of Chemistry – Chemistry Section – Faculty of Science
Timetable
Thu 16:00–17:50 02004
Prerequisites
C3022 Organic Chemistry II
General, organic and physical chemistry
Course Enrolment Limitations
The course is also offered to the students of the fields other than those the course is directly associated with.
fields of study / plans the course is directly associated with
there are 25 fields of study the course is directly associated with, display
Course objectives
Content of the subject is a logical extension of introductory classes Organic Chemistry I (C2021) and Organic Chemistry II (C3050). The major goal is to provide a comprehensive overview of modern synthetic methods routinely used in laboratories and even in industry.
Syllabus
  • 1.General terms and principles. Summary of the important facts from other subjects.Hammond, Curtin-Hammett principle, principle of mikroscopic reversibility, Baldwin's rules, kinetic and thermodynamic course of reactions, factors influencing selectivity of the reactions. Application of these terms in organic synthesis. 2.Enolate chemistry. Enolate preparation and selectivity of their formation. Various methods of the enolate preparation. Usage of enolates in organic synthesis. Stereoselective reactions of enolates. 3.Enolate chemistry. Aldol reaction, Claisen reaction. Stereoselective reaction. Double stereodifferentiation. Wittig and Petersen reaction. Chemistry of sulfur ylides. Corey-Tchaykovsky reaction. 4.Selective nucleophilic additions to carbonyl group. Cram, Karabatsos, Felkin-Ahn and Heathcock models. 5.Interconversions of functional groups. 6.Interconversions of functional groups. Mitsunobu, Eschenmoser reactions, hydroborations. Iodolactonization. 7.Oxidation. Swern, Dess-Martin, Oppenauer, Sharpless and Jacobsen oxidation. Synthetic application. Epoxidation, dihydroxylation, preparation of vicinal aminoalcohols. 8.Reduction. Shapiro, Birch reduction. Catalytic hydrogenation, diimide reactions, hydrosilylations. 9.Rearrangements, pericyclic reactions. Cope, Claisen rearrangement. Diels-Alder, ene reactions and their hetero modifications. 10.Organometallic reactions. Grignard reagents, Stille, Suzuki and McMurry reactions, conjugate addition of organocuprates, reactions of organozinc reagents. Palladium reactions. 11.Multicomponent reactions. Mannich, Strecker, Ugi reactions and their stereoselective examples. 12.Multistep synthesis. Classical reactions(Corey, Woodward, Nicolaue). Synthetic project. 13.Protection groups and their application. 14.Modern organic synthesis. Combinatorial chemistry.
Literature
  • CAREY, Francis A. and Richard J. SUNDBERG. Advanced Organic Chemistry, Part B. New York: Plenum Press, 1990, 800 pp. info
  • SMITH, Michael. Organic synthesis. New York: McGraw-Hill, 1994, xxx, 1595. ISBN 0070487162. info
  • FUHRHOP, Jurgen and Gustav PENZLIN. Organic Synthesis. New York: VCH, 1994, 432 pp. info
  • LIŠKA, František. Organická syntéza : syntonový přístup. 1. vyd. Praha: Vysoká škola chemicko-technologická, 1993, 339 s. ISBN 80-7080-176-X. info
Assessment methods (in Czech)
zkouška
Language of instruction
Czech
Further Comments
The course is taught annually.
Listed among pre-requisites of other courses
The course is also listed under the following terms Spring 2008 - for the purpose of the accreditation, Spring 2011 - only for the accreditation, Spring 2000, Spring 2001, Spring 2002, Spring 2003, Spring 2004, Spring 2005, Spring 2007, Spring 2008, Spring 2009, Spring 2010, Spring 2011, Spring 2012, spring 2012 - acreditation, Spring 2013, Spring 2014, Spring 2015, Spring 2016, Spring 2017, spring 2018, Spring 2019, Spring 2020, Spring 2021, Spring 2022, Spring 2023, Spring 2024, Spring 2025.

C4450 Organic Chemistry III -synthesis

Faculty of Science
Spring 2005
Extent and Intensity
2/0/0. 2 credit(s) (fasci plus compl plus > 4). Recommended Type of Completion: zk (examination). Other types of completion: k (colloquium).
Teacher(s)
RNDr. Petr Beňovský, Ph.D. (lecturer)
Guaranteed by
prof. RNDr. Milan Potáček, CSc.
Chemistry Section – Faculty of Science
Timetable
Wed 16:00–17:50 03021
Prerequisites
C3022 Organic Chemistry II
General, organic and physical chemistry
Course Enrolment Limitations
The course is also offered to the students of the fields other than those the course is directly associated with.
fields of study / plans the course is directly associated with
there are 25 fields of study the course is directly associated with, display
Course objectives
Content of the subject is a logical extension of introductory classes Organic Chemistry I (C2021) and Organic Chemistry II (C3050). The major goal is to provide a comprehensive overview of modern synthetic methods routinely used in laboratories and even in industry.
Syllabus
  • 1.General terms and principles. Summary of the important facts from other subjects.Hammond, Curtin-Hammett principle, principle of mikroscopic reversibility, Baldwin's rules, kinetic and thermodynamic course of reactions, factors influencing selectivity of the reactions. Application of these terms in organic synthesis. 2.Enolate chemistry. Enolate preparation and selectivity of their formation. Various methods of the enolate preparation. Usage of enolates in organic synthesis. Stereoselective reactions of enolates. 3.Enolate chemistry. Aldol reaction, Claisen reaction. Stereoselective reaction. Double stereodifferentiation. Wittig and Petersen reaction. Chemistry of sulfur ylides. Corey-Tchaykovsky reaction. 4.Selective nucleophilic additions to carbonyl group. Cram, Karabatsos, Felkin-Ahn and Heathcock models. 5.Interconversions of functional groups. 6.Interconversions of functional groups. Mitsunobu, Eschenmoser reactions, hydroborations. Iodolactonization. 7.Oxidation. Swern, Dess-Martin, Oppenauer, Sharpless and Jacobsen oxidation. Synthetic application. Epoxidation, dihydroxylation, preparation of vicinal aminoalcohols. 8.Reduction. Shapiro, Birch reduction. Catalytic hydrogenation, diimide reactions, hydrosilylations. 9.Rearrangements, pericyclic reactions. Cope, Claisen rearrangement. Diels-Alder, ene reactions and their hetero modifications. 10.Organometallic reactions. Grignard reagents, Stille, Suzuki and McMurry reactions, conjugate addition of organocuprates, reactions of organozinc reagents. Palladium reactions. 11.Multicomponent reactions. Mannich, Strecker, Ugi reactions and their stereoselective examples. 12.Multistep synthesis. Classical reactions(Corey, Woodward, Nicolaue). Synthetic project. 13.Protection groups and their application. 14.Modern organic synthesis. Combinatorial chemistry.
Literature
  • CAREY, Francis A. and Richard J. SUNDBERG. Advanced Organic Chemistry, Part B. New York: Plenum Press, 1990, 800 pp. info
  • SMITH, Michael. Organic synthesis. New York: McGraw-Hill, 1994, xxx, 1595. ISBN 0070487162. info
  • FUHRHOP, Jurgen and Gustav PENZLIN. Organic Synthesis. New York: VCH, 1994, 432 pp. info
  • LIŠKA, František. Organická syntéza : syntonový přístup. 1. vyd. Praha: Vysoká škola chemicko-technologická, 1993, 339 s. ISBN 80-7080-176-X. info
Assessment methods (in Czech)
zkouška
Language of instruction
Czech
Further Comments
The course is taught annually.
Listed among pre-requisites of other courses
The course is also listed under the following terms Spring 2008 - for the purpose of the accreditation, Spring 2011 - only for the accreditation, Spring 2000, Spring 2001, Spring 2002, Spring 2003, Spring 2004, Spring 2006, Spring 2007, Spring 2008, Spring 2009, Spring 2010, Spring 2011, Spring 2012, spring 2012 - acreditation, Spring 2013, Spring 2014, Spring 2015, Spring 2016, Spring 2017, spring 2018, Spring 2019, Spring 2020, Spring 2021, Spring 2022, Spring 2023, Spring 2024, Spring 2025.

C4450 Organic Chemistry III -synthesis

Faculty of Science
Spring 2004
Extent and Intensity
2/0/0. 2 credit(s) (fasci plus compl plus > 4). Recommended Type of Completion: zk (examination). Other types of completion: k (colloquium).
Teacher(s)
RNDr. Petr Beňovský, Ph.D. (lecturer)
Guaranteed by
RNDr. Petr Beňovský, Ph.D.
Chemistry Section – Faculty of Science
Prerequisites
C3022 Organic Chemistry II
General, organic and physical chemistry
Course Enrolment Limitations
The course is also offered to the students of the fields other than those the course is directly associated with.
fields of study / plans the course is directly associated with
there are 26 fields of study the course is directly associated with, display
Course objectives
Content of the subject is a logical extension of introductory classes Organic Chemistry I (C2021) and Organic Chemistry II (C3050). The major goal is to provide a comprehensive overview of modern synthetic methods routinely used in laboratories and even in industry.
Syllabus
  • 1.General terms and principles. Summary of the important facts from other subjects.Hammond, Curtin-Hammett principle, principle of mikroscopic reversibility, Baldwin's rules, kinetic and thermodynamic course of reactions, factors influencing selectivity of the reactions. Application of these terms in organic synthesis. 2.Enolate chemistry. Enolate preparation and selectivity of their formation. Various methods of the enolate preparation. Usage of enolates in organic synthesis. Stereoselective reactions of enolates. 3.Enolate chemistry. Aldol reaction, Claisen reaction. Stereoselective reaction. Double stereodifferentiation. Wittig and Petersen reaction. Chemistry of sulfur ylides. Corey-Tchaykovsky reaction. 4.Selective nucleophilic additions to carbonyl group. Cram, Karabatsos, Felkin-Ahn and Heathcock models. 5.Interconversions of functional groups. 6.Interconversions of functional groups. Mitsunobu, Eschenmoser reactions, hydroborations. Iodolactonization. 7.Oxidation. Swern, Dess-Martin, Oppenauer, Sharpless and Jacobsen oxidation. Synthetic application. Epoxidation, dihydroxylation, preparation of vicinal aminoalcohols. 8.Reduction. Shapiro, Birch reduction. Catalytic hydrogenation, diimide reactions, hydrosilylations. 9.Rearrangements, pericyclic reactions. Cope, Claisen rearrangement. Diels-Alder, ene reactions and their hetero modifications. 10.Organometallic reactions. Grignard reagents, Stille, Suzuki and McMurry reactions, conjugate addition of organocuprates, reactions of organozinc reagents. Palladium reactions. 11.Multicomponent reactions. Mannich, Strecker, Ugi reactions and their stereoselective examples. 12.Multistep synthesis. Classical reactions(Corey, Woodward, Nicolaue). Synthetic project. 13.Protection groups and their application. 14.Modern organic synthesis. Combinatorial chemistry.
Literature
  • CAREY, Francis A. and Richard J. SUNDBERG. Advanced Organic Chemistry, Part B. New York: Plenum Press, 1990, 800 pp. info
  • SMITH, Michael. Organic synthesis. New York: McGraw-Hill, 1994, xxx, 1595. ISBN 0070487162. info
  • FUHRHOP, Jurgen and Gustav PENZLIN. Organic Synthesis. New York: VCH, 1994, 432 pp. info
  • LIŠKA, František. Organická syntéza : syntonový přístup. 1. vyd. Praha: Vysoká škola chemicko-technologická, 1993, 339 s. ISBN 80-7080-176-X. info
Assessment methods (in Czech)
zkouška
Language of instruction
Czech
Further Comments
The course is taught annually.
The course is taught: every week.
Listed among pre-requisites of other courses
The course is also listed under the following terms Spring 2008 - for the purpose of the accreditation, Spring 2011 - only for the accreditation, Spring 2000, Spring 2001, Spring 2002, Spring 2003, Spring 2005, Spring 2006, Spring 2007, Spring 2008, Spring 2009, Spring 2010, Spring 2011, Spring 2012, spring 2012 - acreditation, Spring 2013, Spring 2014, Spring 2015, Spring 2016, Spring 2017, spring 2018, Spring 2019, Spring 2020, Spring 2021, Spring 2022, Spring 2023, Spring 2024, Spring 2025.

C4450 Organic Chemistry III -synthesis

Faculty of Science
Spring 2003
Extent and Intensity
2/0/0. 2 credit(s) (fasci plus compl plus > 4). Recommended Type of Completion: zk (examination). Other types of completion: k (colloquium).
Teacher(s)
RNDr. Petr Beňovský, Ph.D. (lecturer)
Guaranteed by
RNDr. Petr Beňovský, Ph.D.
Chemistry Section – Faculty of Science
Prerequisites
C3022 Organic Chemistry II
General, organic and physical chemistry
Course Enrolment Limitations
The course is also offered to the students of the fields other than those the course is directly associated with.
fields of study / plans the course is directly associated with
there are 26 fields of study the course is directly associated with, display
Course objectives
Content of the subject is a logical extension of introductory classes Organic Chemistry I (C2021) and Organic Chemistry II (C3050). The major goal is to provide a comprehensive overview of modern synthetic methods routinely used in laboratories and even in industry.
Syllabus
  • 1.General terms and principles. Summary of the important facts from other subjects.Hammond, Curtin-Hammett principle, principle of mikroscopic reversibility, Baldwin's rules, kinetic and thermodynamic course of reactions, factors influencing selectivity of the reactions. Application of these terms in organic synthesis. 2.Enolate chemistry. Enolate preparation and selectivity of their formation. Various methods of the enolate preparation. Usage of enolates in organic synthesis. Stereoselective reactions of enolates. 3.Enolate chemistry. Aldol reaction, Claisen reaction. Stereoselective reaction. Double stereodifferentiation. Wittig and Petersen reaction. Chemistry of sulfur ylides. Corey-Tchaykovsky reaction. 4.Selective nucleophilic additions to carbonyl group. Cram, Karabatsos, Felkin-Ahn and Heathcock models. 5.Interconversions of functional groups. 6.Interconversions of functional groups. Mitsunobu, Eschenmoser reactions, hydroborations. Iodolactonization. 7.Oxidation. Swern, Dess-Martin, Oppenauer, Sharpless and Jacobsen oxidation. Synthetic application. Epoxidation, dihydroxylation, preparation of vicinal aminoalcohols. 8.Reduction. Shapiro, Birch reduction. Catalytic hydrogenation, diimide reactions, hydrosilylations. 9.Rearrangements, pericyclic reactions. Cope, Claisen rearrangement. Diels-Alder, ene reactions and their hetero modifications. 10.Organometallic reactions. Grignard reagents, Stille, Suzuki and McMurry reactions, conjugate addition of organocuprates, reactions of organozinc reagents. Palladium reactions. 11.Multicomponent reactions. Mannich, Strecker, Ugi reactions and their stereoselective examples. 12.Multistep synthesis. Classical reactions(Corey, Woodward, Nicolaue). Synthetic project. 13.Protection groups and their application. 14.Modern organic synthesis. Combinatorial chemistry.
Literature
  • CAREY, Francis A. and Richard J. SUNDBERG. Advanced Organic Chemistry, Part B. New York: Plenum Press, 1990, 800 pp. info
  • SMITH, Michael. Organic synthesis. New York: McGraw-Hill, 1994, xxx, 1595. ISBN 0070487162. info
  • FUHRHOP, Jurgen and Gustav PENZLIN. Organic Synthesis. New York: VCH, 1994, 432 pp. info
  • LIŠKA, František. Organická syntéza : syntonový přístup. 1. vyd. Praha: Vysoká škola chemicko-technologická, 1993, 339 s. ISBN 80-7080-176-X. info
Assessment methods (in Czech)
zkouška
Language of instruction
Czech
Further Comments
The course is taught annually.
The course is taught: every week.
Listed among pre-requisites of other courses
The course is also listed under the following terms Spring 2008 - for the purpose of the accreditation, Spring 2011 - only for the accreditation, Spring 2000, Spring 2001, Spring 2002, Spring 2004, Spring 2005, Spring 2006, Spring 2007, Spring 2008, Spring 2009, Spring 2010, Spring 2011, Spring 2012, spring 2012 - acreditation, Spring 2013, Spring 2014, Spring 2015, Spring 2016, Spring 2017, spring 2018, Spring 2019, Spring 2020, Spring 2021, Spring 2022, Spring 2023, Spring 2024, Spring 2025.

C4450 Organic Chemistry III -synthesis

Faculty of Science
Spring 2002
Extent and Intensity
2/0/0. 3 credit(s). Type of Completion: zk (examination).
Teacher(s)
RNDr. Petr Beňovský, Ph.D. (lecturer)
Guaranteed by
RNDr. Petr Beňovský, Ph.D.
Chemistry Section – Faculty of Science
Prerequisites
C3022 Organic Chemistry II
General, organic and physical chemistry
Course Enrolment Limitations
The course is also offered to the students of the fields other than those the course is directly associated with.
fields of study / plans the course is directly associated with
there are 26 fields of study the course is directly associated with, display
Course objectives
Content of the subject is a logical extension of introductory classes Organic Chemistry I (C2021) and Organic Chemistry II (C3050). The major goal is to provide a comprehensive overview of modern synthetic methods routinely used in laboratories and even in industry.
Syllabus
  • 1.General terms and principles. Summary of the important facts from other subjects.Hammond, Curtin-Hammett principle, principle of mikroscopic reversibility, Baldwin's rules, kinetic and thermodynamic course of reactions, factors influencing selectivity of the reactions. Application of these terms in organic synthesis. 2.Enolate chemistry. Enolate preparation and selectivity of their formation. Various methods of the enolate preparation. Usage of enolates in organic synthesis. Stereoselective reactions of enolates. 3.Enolate chemistry. Aldol reaction, Claisen reaction. Stereoselective reaction. Double stereodifferentiation. Wittig and Petersen reaction. Chemistry of sulfur ylides. Corey-Tchaykovsky reaction. 4.Selective nucleophilic additions to carbonyl group. Cram, Karabatsos, Felkin-Ahn and Heathcock models. 5.Interconversions of functional groups. 6.Interconversions of functional groups. Mitsunobu, Eschenmoser reactions, hydroborations. Iodolactonization. 7.Oxidation. Swern, Dess-Martin, Oppenauer, Sharpless and Jacobsen oxidation. Synthetic application. Epoxidation, dihydroxylation, preparation of vicinal aminoalcohols. 8.Reduction. Shapiro, Birch reduction. Catalytic hydrogenation, diimide reactions, hydrosilylations. 9.Rearrangements, pericyclic reactions. Cope, Claisen rearrangement. Diels-Alder, ene reactions and their hetero modifications. 10.Organometallic reactions. Grignard reagents, Stille, Suzuki and McMurry reactions, conjugate addition of organocuprates, reactions of organozinc reagents. Palladium reactions. 11.Multicomponent reactions. Mannich, Strecker, Ugi reactions and their stereoselective examples. 12.Multistep synthesis. Classical reactions(Corey, Woodward, Nicolaue). Synthetic project. 13.Protection groups and their application. 14.Modern organic synthesis. Combinatorial chemistry.
Literature
  • CAREY, Francis A. and Richard J. SUNDBERG. Advanced Organic Chemistry, Part B. New York: Plenum Press, 1990, 800 pp. info
  • SMITH, Michael. Organic synthesis. New York: McGraw-Hill, 1994, xxx, 1595. ISBN 0070487162. info
  • FUHRHOP, Jurgen and Gustav PENZLIN. Organic Synthesis. New York: VCH, 1994, 432 pp. info
  • LIŠKA, František. Organická syntéza : syntonový přístup. 1. vyd. Praha: Vysoká škola chemicko-technologická, 1993, 339 s. ISBN 80-7080-176-X. info
Assessment methods (in Czech)
zkouška
Language of instruction
Czech
Further Comments
The course is taught annually.
The course is taught: every week.
Listed among pre-requisites of other courses
The course is also listed under the following terms Spring 2008 - for the purpose of the accreditation, Spring 2011 - only for the accreditation, Spring 2000, Spring 2001, Spring 2003, Spring 2004, Spring 2005, Spring 2006, Spring 2007, Spring 2008, Spring 2009, Spring 2010, Spring 2011, Spring 2012, spring 2012 - acreditation, Spring 2013, Spring 2014, Spring 2015, Spring 2016, Spring 2017, spring 2018, Spring 2019, Spring 2020, Spring 2021, Spring 2022, Spring 2023, Spring 2024, Spring 2025.

C4450 Organic Chemistry III -synthesis

Faculty of Science
Spring 2001
Extent and Intensity
2/0/0. 3 credit(s). Type of Completion: zk (examination).
Teacher(s)
doc. RNDr. Pavel Pazdera, CSc. (lecturer)
Guaranteed by
doc. RNDr. Pavel Pazdera, CSc.
Chemistry Section – Faculty of Science
Prerequisites (in Czech)
C3022 Organic Chemistry II
Course Enrolment Limitations
The course is also offered to the students of the fields other than those the course is directly associated with.
fields of study / plans the course is directly associated with
there are 26 fields of study the course is directly associated with, display
Course objectives
An advanced course of organic chemistry for chemistry students. Retrosyntetical analysis of target compound, disconnection of bond(s), synthons and their synthetic equivalents, reversing of synthon polarity. Strategy of synthesis. Formation of bonds. Transformation of functional groups, oxydation and reduction. Modern synthetic agents. Modern trends (enzymatic catalysis, catalysis and activation via d-metal applications, combinatorical synthesis,one-pot syntheses, domino-reactions) and methods of synthesis (PTC, applications of US a MW, micellar catalysis, solid support).
Language of instruction
Czech
Further Comments
The course is taught annually.
The course is taught: every week.
Listed among pre-requisites of other courses
The course is also listed under the following terms Spring 2008 - for the purpose of the accreditation, Spring 2011 - only for the accreditation, Spring 2000, Spring 2002, Spring 2003, Spring 2004, Spring 2005, Spring 2006, Spring 2007, Spring 2008, Spring 2009, Spring 2010, Spring 2011, Spring 2012, spring 2012 - acreditation, Spring 2013, Spring 2014, Spring 2015, Spring 2016, Spring 2017, spring 2018, Spring 2019, Spring 2020, Spring 2021, Spring 2022, Spring 2023, Spring 2024, Spring 2025.

C4450 Organic Chemistry III

Faculty of Science
Spring 2000
Extent and Intensity
2/2/0. 5 credit(s). Type of Completion: zk (examination).
Teacher(s)
doc. RNDr. Pavel Pazdera, CSc. (lecturer)
Guaranteed by
prof. RNDr. Milan Potáček, CSc.
Chemistry Section – Faculty of Science
Prerequisites (in Czech)
C3022 Organic Chemistry II
Course Enrolment Limitations
The course is also offered to the students of the fields other than those the course is directly associated with.
fields of study / plans the course is directly associated with
there are 26 fields of study the course is directly associated with, display
Syllabus
  • An advanced course of organic chemistry for chemistry students. Retrosyntetical analysis of target compound, disconnection of bond(s), synthons and their synthetic equivalents, reversing of synthon polarity. Strategy of synthesis. Formation of bonds. Transformation of functional groups, oxydation and reduction. Modern synthetic agents. Modern trends (enzymatic catalysis, catalysis and activation via d-metal applications, combinatorical synthesis,one-pot syntheses, domino-reactions) and methods of synthesis (PTC, applications of US a MW, micellar catalysis, solid support).
Language of instruction
Czech
Further Comments
The course is taught annually.
The course is taught: every week.
Listed among pre-requisites of other courses
The course is also listed under the following terms Spring 2008 - for the purpose of the accreditation, Spring 2011 - only for the accreditation, Spring 2001, Spring 2002, Spring 2003, Spring 2004, Spring 2005, Spring 2006, Spring 2007, Spring 2008, Spring 2009, Spring 2010, Spring 2011, Spring 2012, spring 2012 - acreditation, Spring 2013, Spring 2014, Spring 2015, Spring 2016, Spring 2017, spring 2018, Spring 2019, Spring 2020, Spring 2021, Spring 2022, Spring 2023, Spring 2024, Spring 2025.

C4450 Organic Chemistry III -synthesis

Faculty of Science
spring 2012 - acreditation

The information about the term spring 2012 - acreditation is not made public

Extent and Intensity
2/0/0. 2 credit(s) (fasci plus compl plus > 4). Recommended Type of Completion: zk (examination). Other types of completion: k (colloquium).
Teacher(s)
doc. Mgr. Kamil Paruch, Ph.D. (lecturer)
Guaranteed by
doc. Mgr. Kamil Paruch, Ph.D.
Department of Chemistry – Chemistry Section – Faculty of Science
Supplier department: Department of Chemistry – Chemistry Section – Faculty of Science
Prerequisites
C3022 Organic Chemistry II && C5500 Stereochemistry of Org. Comp. && C7410 Structure and Reactivity
General, organic and physical chemistry
Course Enrolment Limitations
The course is also offered to the students of the fields other than those the course is directly associated with.
fields of study / plans the course is directly associated with
there are 16 fields of study the course is directly associated with, display
Course objectives
Content of the subject is a logical extension of introductory classes Organic Chemistry I (C2021) and Organic Chemistry II (C3050). The major goal is to provide a comprehensive overview of modern synthetic methods routinely used in the laboratory and in industry. Students will be able to design viable syntheses of organic molecules using traditional and modern methods of organic synthesis.
Syllabus
  • 1.General terms and principles. Summary of the important facts from other subjects.Hammond, Curtin-Hammett principle, principle of mikroscopic reversibility, Baldwin's rules, kinetic and thermodynamic course of reactions, factors influencing selectivity of the reactions. Application of these terms in organic synthesis.
  • 2.Enolate chemistry. Enolate preparation and selectivity of their formation. Various methods of the enolate preparation. Usage of enolates in organic synthesis. Stereoselective reactions of enolates.
  • 3.Enolate chemistry. Aldol reaction, Claisen reaction. Stereoselective reaction. Double stereodifferentiation. Wittig and Petersen reaction. Chemistry of sulfur ylides. Corey-Tchaykovsky reaction.
  • 4.Selective nucleophilic additions to carbonyl group. Cram, Karabatsos, Felkin-Ahn and Heathcock models.
  • 5.Interconversions of functional groups.
  • 6.Interconversions of functional groups. Mitsunobu, Eschenmoser reactions, hydroborations. Iodolactonization.
  • 7.Oxidation. Swern, Dess-Martin, Oppenauer, Sharpless and Jacobsen oxidation. Synthetic application. Epoxidation, dihydroxylation, preparation of vicinal aminoalcohols.
  • 8.Reduction. Shapiro, Birch reduction. Catalytic hydrogenation, diimide reactions, hydrosilylations.
  • 9.Rearrangements, pericyclic reactions. Cope, Claisen rearrangement. Diels-Alder, ene reactions and their hetero modifications.
  • 10.Organometallic reactions. Grignard reagents, Stille, Suzuki and McMurry reactions, conjugate addition of organocuprates, reactions of organozinc reagents. Palladium reactions.
  • 11.Multicomponent reactions. Mannich, Strecker, Ugi reactions and their stereoselective examples.
  • 12.Multistep synthesis. Classical reactions(Corey, Woodward, Nicolaue). Synthetic project.
  • 13.Protection groups and their application.
  • 14.Modern organic synthesis. Combinatorial chemistry.
Literature
  • CAREY, Francis A. and Richard J. SUNDBERG. Advanced Organic Chemistry, Part B. New York: Plenum Press, 1990, 800 pp. info
  • SMITH, Michael. Organic synthesis. New York: McGraw-Hill, 1994, xxx, 1595. ISBN 0070487162. info
  • FUHRHOP, Jurgen and Gustav PENZLIN. Organic Synthesis. New York: VCH, 1994, 432 pp. info
  • LIŠKA, František. Organická syntéza : syntonový přístup. 1. vyd. Praha: Vysoká škola chemicko-technologická, 1993, 339 s. ISBN 80-7080-176-X. info
Teaching methods
theory plus design of viable organic syntheses
Assessment methods
Lecture with written test followed by an oral examination.
Language of instruction
Czech
Further Comments
The course is taught annually.
The course is taught: every week.
Listed among pre-requisites of other courses
The course is also listed under the following terms Spring 2008 - for the purpose of the accreditation, Spring 2011 - only for the accreditation, Spring 2000, Spring 2001, Spring 2002, Spring 2003, Spring 2004, Spring 2005, Spring 2006, Spring 2007, Spring 2008, Spring 2009, Spring 2010, Spring 2011, Spring 2012, Spring 2013, Spring 2014, Spring 2015, Spring 2016, Spring 2017, spring 2018, Spring 2019, Spring 2020, Spring 2021, Spring 2022, Spring 2023, Spring 2024, Spring 2025.

C4450 Organic Chemistry III -synthesis

Faculty of Science
Spring 2011 - only for the accreditation
Extent and Intensity
2/0/0. 2 credit(s) (fasci plus compl plus > 4). Recommended Type of Completion: zk (examination). Other types of completion: k (colloquium).
Teacher(s)
doc. Mgr. Kamil Paruch, Ph.D. (lecturer)
Guaranteed by
doc. Mgr. Kamil Paruch, Ph.D.
Department of Chemistry – Chemistry Section – Faculty of Science
Prerequisites
C3022 Organic Chemistry II && C5500 Stereochemistry of Org. Comp. && C7410 Structure and Reactivity I
General, organic and physical chemistry
Course Enrolment Limitations
The course is also offered to the students of the fields other than those the course is directly associated with.
fields of study / plans the course is directly associated with
there are 16 fields of study the course is directly associated with, display
Course objectives
Content of the subject is a logical extension of introductory classes Organic Chemistry I (C2021) and Organic Chemistry II (C3050). The major goal is to provide a comprehensive overview of modern synthetic methods routinely used in the laboratory and in industry. Students will be able to design viable syntheses of organic molecules using traditional and modern methods of organic synthesis.
Syllabus
  • 1.General terms and principles. Summary of the important facts from other subjects.Hammond, Curtin-Hammett principle, principle of mikroscopic reversibility, Baldwin's rules, kinetic and thermodynamic course of reactions, factors influencing selectivity of the reactions. Application of these terms in organic synthesis.
  • 2.Enolate chemistry. Enolate preparation and selectivity of their formation. Various methods of the enolate preparation. Usage of enolates in organic synthesis. Stereoselective reactions of enolates.
  • 3.Enolate chemistry. Aldol reaction, Claisen reaction. Stereoselective reaction. Double stereodifferentiation. Wittig and Petersen reaction. Chemistry of sulfur ylides. Corey-Tchaykovsky reaction.
  • 4.Selective nucleophilic additions to carbonyl group. Cram, Karabatsos, Felkin-Ahn and Heathcock models.
  • 5.Interconversions of functional groups.
  • 6.Interconversions of functional groups. Mitsunobu, Eschenmoser reactions, hydroborations. Iodolactonization.
  • 7.Oxidation. Swern, Dess-Martin, Oppenauer, Sharpless and Jacobsen oxidation. Synthetic application. Epoxidation, dihydroxylation, preparation of vicinal aminoalcohols.
  • 8.Reduction. Shapiro, Birch reduction. Catalytic hydrogenation, diimide reactions, hydrosilylations.
  • 9.Rearrangements, pericyclic reactions. Cope, Claisen rearrangement. Diels-Alder, ene reactions and their hetero modifications.
  • 10.Organometallic reactions. Grignard reagents, Stille, Suzuki and McMurry reactions, conjugate addition of organocuprates, reactions of organozinc reagents. Palladium reactions.
  • 11.Multicomponent reactions. Mannich, Strecker, Ugi reactions and their stereoselective examples.
  • 12.Multistep synthesis. Classical reactions(Corey, Woodward, Nicolaue). Synthetic project.
  • 13.Protection groups and their application.
  • 14.Modern organic synthesis. Combinatorial chemistry.
Literature
  • CAREY, Francis A. and Richard J. SUNDBERG. Advanced Organic Chemistry, Part B. New York: Plenum Press, 1990, 800 pp. info
  • SMITH, Michael. Organic synthesis. New York: McGraw-Hill, 1994, xxx, 1595. ISBN 0070487162. info
  • FUHRHOP, Jurgen and Gustav PENZLIN. Organic Synthesis. New York: VCH, 1994, 432 pp. info
  • LIŠKA, František. Organická syntéza : syntonový přístup. 1. vyd. Praha: Vysoká škola chemicko-technologická, 1993, 339 s. ISBN 80-7080-176-X. info
Teaching methods
theory plus design of viable organic syntheses
Assessment methods
Lecture with written test followed by an oral examination.
Language of instruction
Czech
Further Comments
The course is taught annually.
The course is taught: every week.
Listed among pre-requisites of other courses
The course is also listed under the following terms Spring 2008 - for the purpose of the accreditation, Spring 2000, Spring 2001, Spring 2002, Spring 2003, Spring 2004, Spring 2005, Spring 2006, Spring 2007, Spring 2008, Spring 2009, Spring 2010, Spring 2011, Spring 2012, spring 2012 - acreditation, Spring 2013, Spring 2014, Spring 2015, Spring 2016, Spring 2017, spring 2018, Spring 2019, Spring 2020, Spring 2021, Spring 2022, Spring 2023, Spring 2024, Spring 2025.

C4450 Organic Chemistry III -synthesis

Faculty of Science
Spring 2008 - for the purpose of the accreditation
Extent and Intensity
2/0/0. 2 credit(s) (fasci plus compl plus > 4). Recommended Type of Completion: zk (examination). Other types of completion: k (colloquium).
Teacher(s)
doc. RNDr. Ctibor Mazal, CSc. (lecturer)
Guaranteed by
prof. RNDr. Milan Potáček, CSc.
Department of Chemistry – Chemistry Section – Faculty of Science
Prerequisites
C3022 Organic Chemistry II
General, organic and physical chemistry
Course Enrolment Limitations
The course is also offered to the students of the fields other than those the course is directly associated with.
fields of study / plans the course is directly associated with
there are 25 fields of study the course is directly associated with, display
Course objectives
Content of the subject is a logical extension of introductory classes Organic Chemistry I (C2021) and Organic Chemistry II (C3050). The major goal is to provide a comprehensive overview of modern synthetic methods routinely used in laboratories and even in industry.
Syllabus
  • 1.General terms and principles. Summary of the important facts from other subjects.Hammond, Curtin-Hammett principle, principle of mikroscopic reversibility, Baldwin's rules, kinetic and thermodynamic course of reactions, factors influencing selectivity of the reactions. Application of these terms in organic synthesis. 2.Enolate chemistry. Enolate preparation and selectivity of their formation. Various methods of the enolate preparation. Usage of enolates in organic synthesis. Stereoselective reactions of enolates. 3.Enolate chemistry. Aldol reaction, Claisen reaction. Stereoselective reaction. Double stereodifferentiation. Wittig and Petersen reaction. Chemistry of sulfur ylides. Corey-Tchaykovsky reaction. 4.Selective nucleophilic additions to carbonyl group. Cram, Karabatsos, Felkin-Ahn and Heathcock models. 5.Interconversions of functional groups. 6.Interconversions of functional groups. Mitsunobu, Eschenmoser reactions, hydroborations. Iodolactonization. 7.Oxidation. Swern, Dess-Martin, Oppenauer, Sharpless and Jacobsen oxidation. Synthetic application. Epoxidation, dihydroxylation, preparation of vicinal aminoalcohols. 8.Reduction. Shapiro, Birch reduction. Catalytic hydrogenation, diimide reactions, hydrosilylations. 9.Rearrangements, pericyclic reactions. Cope, Claisen rearrangement. Diels-Alder, ene reactions and their hetero modifications. 10.Organometallic reactions. Grignard reagents, Stille, Suzuki and McMurry reactions, conjugate addition of organocuprates, reactions of organozinc reagents. Palladium reactions. 11.Multicomponent reactions. Mannich, Strecker, Ugi reactions and their stereoselective examples. 12.Multistep synthesis. Classical reactions(Corey, Woodward, Nicolaue). Synthetic project. 13.Protection groups and their application. 14.Modern organic synthesis. Combinatorial chemistry.
Literature
  • CAREY, Francis A. and Richard J. SUNDBERG. Advanced Organic Chemistry, Part B. New York: Plenum Press, 1990, 800 pp. info
  • SMITH, Michael. Organic synthesis. New York: McGraw-Hill, 1994, xxx, 1595. ISBN 0070487162. info
  • FUHRHOP, Jurgen and Gustav PENZLIN. Organic Synthesis. New York: VCH, 1994, 432 pp. info
  • LIŠKA, František. Organická syntéza : syntonový přístup. 1. vyd. Praha: Vysoká škola chemicko-technologická, 1993, 339 s. ISBN 80-7080-176-X. info
Assessment methods (in Czech)
zkouška
Language of instruction
Czech
Further Comments
The course is taught annually.
The course is taught: every week.
Listed among pre-requisites of other courses
The course is also listed under the following terms Spring 2011 - only for the accreditation, Spring 2000, Spring 2001, Spring 2002, Spring 2003, Spring 2004, Spring 2005, Spring 2006, Spring 2007, Spring 2008, Spring 2009, Spring 2010, Spring 2011, Spring 2012, spring 2012 - acreditation, Spring 2013, Spring 2014, Spring 2015, Spring 2016, Spring 2017, spring 2018, Spring 2019, Spring 2020, Spring 2021, Spring 2022, Spring 2023, Spring 2024, Spring 2025.
  • Enrolment Statistics (recent)