4.8 Review

The direct catalytic asymmetric aldol reaction

Journal

CHEMICAL SOCIETY REVIEWS
Volume 39, Issue 5, Pages 1600-1632

Publisher

ROYAL SOC CHEMISTRY
DOI: 10.1039/b923537j

Keywords

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Funding

  1. National Science Foundation
  2. National Institutes of Health [GM-13598, GM-33049]
  3. NATIONAL INSTITUTE OF GENERAL MEDICAL SCIENCES [R37GM013598, R01GM033049, R01GM013598] Funding Source: NIH RePORTER

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Asymmetric aldol reactions are a powerful method for the construction of carbon-carbon 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).

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