Issue 5, 2010

The direct catalytic asymmetric aldol reaction

Abstract

Asymmetric aldol reactions are a powerful method for the construction of carboncarbon bonds in an enantioselective fashion. Historically this reaction has been performed in a stoichiometric fashion to control the various aspects of chemo-, diastereo-, regio- and enantioselectivity, however, a more atom economical approach would unite high selectivity with the use of only a catalytic amount of a chiral promoter. This critical review documents the development of direct catalytic asymmetric aldol methodologies, including organocatalytic and metal-based strategies. New methods have improved the reactivity, selectivity and substrate scope of the direct aldol reaction and enabled the synthesis of complex molecular targets (357 references).

Graphical abstract: The direct catalytic asymmetric aldol reaction

Article information

Article type
Critical Review
Submitted
09 Nov 2009
First published
17 Feb 2010

Chem. Soc. Rev., 2010,39, 1600-1632

The direct catalytic asymmetric aldol reaction

B. M. Trost and C. S. Brindle, Chem. Soc. Rev., 2010, 39, 1600 DOI: 10.1039/B923537J

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