Silver Acetate Catalysed Asymmetric1,3-Dipolar Cycloadditions of Imines and Chiral Acrylamides

Abstract

N-Metallated azomethine ylides 5 were generated by the reaction of arylidene glycine imines 1 with AgOAc and triethylamine. These azomethine ylides undergo cycloaddition to chiral acrylamides 2 with excellent diastereoselectivity. The configuration of two of the cycloadducts (3a(1) and 3c(1)) has been confirmed by Xray crystallography.