SubjectsSubjects(version: 894)
Course, academic year 2021/2022
  
Organocatalysis in Organic Synthesis - P110022
Title: Organokatalýza v organické syntéze
Guaranteed by: Department of Organic Chemistry (110)
Actual: from 2020
Semester: winter
Points: winter s.:0
E-Credits: winter s.:0
Examination process: winter s.:
Hours per week, examination: winter s.:0/0 other [hours/week]
Capacity: unknown / unknown (unknown)
Min. number of students: unlimited
Language: Czech
Teaching methods: full-time
Level:  
For type: doctoral
Note: course is intended for doctoral students only
can be fulfilled in the future
Guarantor: Dvořák Dalimil prof. Ing. CSc.
Annotation -
Last update: Fialová Jana (24.04.2020)
Synthetic strategies based on organocatalyzed processes, such as stereoselective aldol and Mannich reaction, Michael and Diels-Alder addition, Friedel-Crafts-like functionalization, allylation, transfer hydrogenation, and hydrosilylation, etc.
Aim of the course -
Last update: Fialová Jana (24.04.2020)

Students will be able to:

perceive organocatalytic reactions in terms known to you from the previous courses on organic chemistry and biochemistry

recognise and understand the basic organocatalytic reactions

understand the mechanisms of organocatalyzed reactions and to broaden the mechanistic understanding in general organic chemistry.

identify conditions required for catalytic cycles to be efficient.

use organocatalysis for designing key steps in the synthesis of organic molecules.

Literature -
Last update: Fialová Jana (24.04.2020)

R: P. I. Dalko (Ed.): Enantioselective Organocatalysis - Reactions and Experimental Procedures; Wiley-VCH, Weinheim, 2007.

A: P. I. Dalko (Ed.): Comprehensive Enantioselective Organocatalysis - Catalysts, Reactions, and Applications, Vol. 1-3; Wiley-VCH, Weinheim, 2013.

A: R. Rios-Torres (Ed.): Stereoselective Organocatalysis; Wiley, Hoboken, USA, 2013

Learning resources -
Last update: Fialová Jana (24.04.2020)

http://en.wikipedia.org/wiki/Organocatalysis

Syllabus -
Last update: Fialová Jana (24.04.2020)

1. Introduction.

2. Catalysis via Enamines; Aldol reactions, Mannich reactions,α-Heteroatom Functionalization, Michael Additions.

3. Catalysis via Iminium Ions; Cycloadditions, Michael additions, Epoxidations.

4. Brønsted Acids as Catalysts; Michael addition, Hydrocyanation, Mannich reaction, Aza-Henry reaction, Aza-Friedel-Crafts reaction, Pictet-Spengler Reaction, Transfer Hydrogenation, Morita-Baylis-Hillman Reaction, Diels-Alder Reaction.

5. Lewis Bases as Catalysts; Allylation of Aldehydes, Aldol-Type Reactions, Hydrocyanation, Hydrosilylation, Reduction of Imines, Reduction of Ketones.

6. Epoxidation.

Course completion requirements -
Last update: Fialová Jana (24.04.2020)

It is compulsory to pass written examination test.

 
VŠCHT Praha