Enantioselective 1,2-Addition of α-Aminoalkyl Radical to Aldehydes via Visible-Light Photoredox Initiated Chiral Oxazaborolidinium Ion Catalysis

Abstract

Enantioselective 1,2-addition reaction of α-aminoalkyl radical to α,β-unsaturated or aromatic aldehydes to synthesize highly optically active β-amino alcohols has been developed. In the presence of chiral oxazaborolidinium ion catalyst and photosensitizer, the reaction provides desired β-amino allylic or benzylic alcohols with high yields (up to 99%) and high enantioselectivities (up to 98% ee).