The Catalytic Asymmetric Abramov Reaction

Guin J., Wang Q., van Gemmeren M., List B.

Abstract

The first catalytic enantioselective Abramov reaction is described. The process is based on the utilization of a chiral disulfonimide catalyst, which efficiently avoids the difficulties encountered with metal-based catalysts. Several functionalized a-hydroxy phosphonates were synthesized in good yields and with excellent enantiomeric ratios of up to > 99:1. The process was shown to be scalable and up to 1 g of starting material could be employed under mild reaction conditions.