PřF:C4455 Organic Chemistry III-sem. - Course Information
C4455 Organic Chemistry III - synthesis - seminar
Faculty of ScienceSpring 2008
- Extent and Intensity
- 0/2/0. 2 credit(s) (fasci plus compl plus > 4). Type of Completion: z (credit).
- Teacher(s)
- doc. RNDr. Ctibor Mazal, CSc. (seminar tutor)
- Guaranteed by
- prof. RNDr. Milan Potáček, CSc.
Department of Chemistry – Chemistry Section – Faculty of Science - Timetable
- Tue 16:00–17:50 A08/309
- Prerequisites
- C3022 Organic Chemistry II && NOW ( C4450 Organic Chemistry III-synth. )
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), Organic Chemistry II (C3050) and Organic Chemistry III (C4450). The goal of the subject is to solve selected problem sets regarding material covered in the class C4450.
- 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
- Language of instruction
- Czech
- Further comments (probably available only in Czech)
- Study Materials
The course is taught annually.
General note: Vyučují učitelé katedry organické chemie.
- Enrolment Statistics (Spring 2008, recent)
- Permalink: https://is.muni.cz/course/sci/spring2008/C4455