4.4 Article

Highly efficient prollinamide-based organocatalysts for the direct asymmetric aldol reaction in brine

Journal

TETRAHEDRON LETTERS
Volume 50, Issue 25, Pages 3059-3062

Publisher

PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tetlet.2009.04.013

Keywords

Asymmetric catalysis; Organocatalysis; Direct aldol reaction; Low loading of catalyst; Brine

Funding

  1. National Natural Science Foundation of China [20672051]

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Four prolinamide-based organocatalysts were readily synthesized and applied to the direct asymmetric aldol reactions of ketones and aromatic aldehydes in brine. When 2,4-dinitrophenol (DNP) was used as an acidic additive, 1 mol % low loading of 2b afforded aldol products with excellent diastereoselectivity of Lip to 98/2 dr and high enantioselectivity of up to 97% ee. (C) 2009 Elsevier Ltd. All rights reserved.

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