Issue 19, 2006

Organocatalytic direct asymmetric α-heteroatom functionalization of aldehydes and ketones

Abstract

The direct enantioselective introduction of a stereogenic carbon–heteroatom bond adjacent to a carbonyl functionality leads to optically active compounds of significant importance for e.g. the life-science industry. Organocatalytic enantioselective amination, oxygenation, fluorination, chlorination, bromination and sulfenylation of aldehydes and ketones, using chiral amines as the catalysts, are reviewed in this feature article. Furthermore, a few other transformations are also outlined. The scope, potential and application of these organocatalytic asymmetric reactions are presented and the mechanistic aspects discussed.

Graphical abstract: Organocatalytic direct asymmetric α-heteroatom functionalization of aldehydes and ketones

Article information

Article type
Feature Article
Submitted
01 Dec 2005
Accepted
05 Jan 2006
First published
25 Jan 2006

Chem. Commun., 2006, 2001-2011

Organocatalytic direct asymmetric α-heteroatom functionalization of aldehydes and ketones

M. Marigo and K. A. Jørgensen, Chem. Commun., 2006, 2001 DOI: 10.1039/B517090G

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