4.4 Article

Enantioselective direct vinylogous Michael addition reaction catalyzed by organic molecules

Journal

TETRAHEDRON LETTERS
Volume 49, Issue 37, Pages 5389-5392

Publisher

PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tetlet.2008.07.016

Keywords

dicyanoolefin; unsaturated aldehyde; organocatalysis; chiral azabicyclo catalyst; Michael addition

Funding

  1. Nanyang Technological University
  2. Ministry of Education and Biomedical Research Council [M47110003]

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Chiral 2-azanorbornyl-3-methanol is used as an organocatalyst for the highly enantioselective direct vinylogous Michael addition reaction of vinyl malononitriles to alpha,beta-unsaturated aldehydes. In many cases, the products can be obtained in almost optically pure form (> 95% ee) after a single recrystallization. (c) 2008 Elsevier Ltd. All rights reserved.

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