Last update: Cibulka Radek prof. Ing. Ph.D. (11.04.2014)
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.
Last update: Cibulka Radek prof. Ing. Ph.D. (11.04.2014)
Syntetické strategie založené na organokatalytických procesech, jako jsou např. aldolová a Mannichova reakce, Michaelova a Diel-Alderova adice, funkcionalizace Friedel-Craftsova typu, allylace, transferová hydrogenace, hydrosilylace, apod.
Aim of the course -
Last update: Cibulka Radek prof. Ing. Ph.D. (11.04.2014)
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.
Last update: Cibulka Radek prof. Ing. Ph.D. (11.04.2014)
Studeni budou umět:
chápat organokatalytické reakce v pojmech již známých s předchozích kursů organicke chemie a biochemie
porozumět základním organokatalytickým reakcím
porozumnět mechanismům organokatalytických reakcí a rozšířit si mechanistickě povědomí v obecné organické chemii.
určovat podmínky organokatalytických reakcí tak, aby katalytické cykly probíhaly úspěšně.
používat organokatalýzu pro navrhování klíčových kroků v syntéze organických molekul.
Literature -
Last update: ROZ110 (24.04.2014)
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
Last update: ROZ110 (24.04.2014)
Z: P. I. Dalko (Ed.): Enantioselective Organocatalysis - Reactions and Experimental Procedures; Wiley-VCH, Weinheim, 2007.
D: P. I. Dalko (Ed.): Comprehensive Enantioselective Organocatalysis - Catalysts, Reactions, and Applications, Vol. 1-3; Wiley-VCH, Weinheim, 2013.
D: R. Rios-Torres (Ed.): Stereoselective Organocatalysis; Wiley, Hoboken, USA, 2013
Learning resources -
Last update: Cibulka Radek prof. Ing. Ph.D. (11.04.2014)
http://en.wikipedia.org/wiki/Organocatalysis
Last update: Cibulka Radek prof. Ing. Ph.D. (11.04.2014)
http://en.wikipedia.org/wiki/Organocatalysis
Syllabus -
Last update: Cibulka Radek prof. Ing. Ph.D. (11.04.2014)
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.
Last update: Cibulka Radek prof. Ing. Ph.D. (11.04.2014)
