Subsections
[Cr:4, Lc:3, Tt:0, Lb:0]
Knowledge of the content of CHM302 is essential to follow this course.
- Asymmetric reductions and oxidations: Enantioselective hydrogenation
of olefins and imines, asymmetric reduction of ketones and transfer
hydrogenation. Enantioselective epoxidation of allylic alcohols and
unactivated olefins, aziridination of olefins, oxidation of sulfides,
dihydroxylation and aminohydroxylation of olefins. Industrial
applications of asymmetric oxidation and reduction reactions.
- Asymmetric C-C bond forming reactions: Asymmetric aldol reactions,
cyclo-addition reactions, Michael reactions, allylic substitution
reactions, cyanation of carbonyl and imino groups, cross coupling
reactions and symmetric amplifications. Industrial applications of
asymmetric C-C bond forming reactions.
- Asymmetric organocatalysis: L-Proline and its derivatives catalyzed or
mediated asymmetric transformations, chiral N-heterocyclic carbenes
(NHCs) catalyzed organic transformations, chiral bases and asymmetric
phase transfer catalysis. Large scale applications of organocatalysis.
- Kinetic and enzymatic resolutions: Kinetic resolution of alcohols,
amines and acids. Enzymatic resolution of esters, aminoacid
derivatives etc. Applications of biocatalysis in industry.
- I. Ojima, Catalytic asymmetric synthesis, 2nd Ed, John Wiley &
Sons Inc. (2000).
- E. N. Jacobson, A. Pfaltz, Yamamoto, Y. (Editors), Comprehensive
asymmetric catalysis I - III, Springer-Verlag, New York (1999).
- A. Berkessel, H. Groger, Asymmetric Organocatalysis: From
Biomimetic Concepts to Applications in Asymmetric Synthesis,
Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim (2005).
