Metal-free, enantioselective strecker reactions catalyzed by chiral BINOL and TADDOL catalysts

摘要

An efficient, metal-free Bronsted acidcatalyzed, enantioselective hydrocyanation of ketoimines has been developed. This BINOL phosphate-catalyzed Strecker reaction provides the corresponding amino nitriles, precursors of quaternary amino acids, in good isolated yields and enantioselectivities. Additionally, we demonstrate that chiral diols, such as TADDOL, are effective enantioselective catalysts for the hydrogen-bond activation of aldimines.