Copper-Catalyzed Enantioselective Conjugate Addition of Grignard Reagents to Acyclic Enones

Fernando López, Syuzanna R. Harutyunyan, Adriaan J. Minnaard, and Ben L. Feringa*
Department of Organic Chemistry and Molecular Inorganic Chemistry, Stratingh Institute, University of Groningen, Nijenborgh 4, 9747 AG, Groningen, The Netherlands
J. Am. Chem. Soc., 2004, 126 (40), pp 12784–12785
DOI: 10.1021/ja046632t
Publication Date (Web): September 21, 2004
Copyright © 2004 American Chemical Society
*

In papers with more than one author, the asterisk indicates the name of the author to whom inquiries about the paper should be addressed.

, B.L.Feringa@chem.rug.nl

Abstract

Abstract Image

A highly enantioselective Cu-catalyzed addition of Grignard reagents to acyclic aliphatic enones is described. In the presence of 5 mol % of CuBr·SMe2 and 6 mol % of JosiPhos diphosphine aliphatic enones react with Grignard reagents to provide β-substituted linear ketones with high yields, regio-, and enantioselectivities.

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History

  • Published In Issue October 13, 2004
  • Received June 8, 2004

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