Self-assembly of organocatalysts for the enantioselective Michael addition of aldehydes to nitroalkenes


DEMİR A. G. , Eymur S.

TETRAHEDRON-ASYMMETRY, vol.21, no.1, pp.112-115, 2010 (Peer-Reviewed Journal) identifier identifier

  • Publication Type: Article / Article
  • Volume: 21 Issue: 1
  • Publication Date: 2010
  • Doi Number: 10.1016/j.tetasy.2009.12.008
  • Journal Name: TETRAHEDRON-ASYMMETRY
  • Journal Indexes: Science Citation Index Expanded, Scopus
  • Page Numbers: pp.112-115

Abstract

A proline-thiourea self-assembled organocatalyst is described as a good catalyst for the enantioselective nitro-Michael addition of aldehydes to nitroalkenes The reaction is efficient with 5% of the thiourea, to give moderate to good enantioselectivity (up to 76% ee) High syn-selectivity was obtained with both branched and unbranched aliphatic aldehydes This is the first example of self-assembly of organocatalysts with an achiral additive in a Michael addition wherein aldehydes are utilized as donors. (c) 2009 Elsevier Ltd All rights reserved