Enantioselective organocatalytic conjugate addition of amines to α,β-unsaturated aldehydes:: one-pot asymmetric synthesis of β-amino acids and 1,3-diamines

Organocatalytic asymmetric amine conjugate additions to alpha, beta-unsaturated aldehydes catalyzed by protected diarylprolinols are presented. The reactions proceed with high enantioselectivity and result in Cbz or Boc protected beta-amino aldehydes, gamma-amino alcohols, beta-amino acids and 1,3-diamines with typically 82-99% ee. (c) 2007 Elsevier Ltd. All rights reserved.