Asymmetric Catalysis – Homogeneous

Giambattista Consiglio

Giambattista Consiglio

Swiss Federal Institute of Technology, Zürich, Switzerland

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First published: 15 July 2002

Abstract

Possible applications of enantioselective catalysis, namely nucleophilic and electrophilic catalyses, as well as of coordination catalysis by transition metal complexes all published before June 2001 are summarized. Enantioface-discriminating and enantiomer-discriminating reactions are considered. The conditions under which enantioselective syntheses occur are briefly described. The most important class of reactions encompasses addition reactions of various addenda to CX double bonds, where X = C, N, and O, whereby either acyclic (e.g., in hydrogenation, hydrosilylation, hydrocarbonylation) or cyclic (e.g., epoxidation, cyclopropanation, Diels–Alder reaction) optically active reaction products are formed. Other reactions involving olefinic substrates, namely isomerization, metathesis, allylic oxidation, the Heck reaction, and conjugated addition, are presented. Furthermore, the Friedel–Crafts and aldol reactions, cross-coupling, the insertion of carbenes into various bonds, the oxidation of CH bonds and sulfides, the Baeyer–Villiger oxidation, and the ring-opening reaction of oxiranes and aziridines are discussed. Some examples of enantioselective polymerization reactions are also given.

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