Enantioselective aza-Henry reaction with acyclic guanidine-thiourea bifunctional organocatalyst

Abstract

A highly enantioselective aza-Henry reaction of imines with nitromethane was achieved with a reactive guanidine-thiourea bifunctional organocatalyst affording β-nitroamines with high enantioselectivity (up to 96% ee). The diastereo- and enantioselective version of this reaction with nitroalkanes also proceeded selectively (up to 99:1 dr with 99% ee). © 2009 Wiley-VCH Verlag GmbH & Co. KGaA.