One-pot diastereo- and enantioselective hydrosilylation–transacylation of α-acyloxy β-enamino esters

Abstract

A one-pot diastereo- and enantioselective hydrosilylation–transacylation of N-unprotected α-acyloxy β-enamino esters was realized. By using an easily accessible novel chiral Lewis base as a catalyst, this transformation allowed for the direct synthesis of highly enantioenriched α-hydroxyl-β-acylamido esters (up to >20 : 1 dr and 99% ee). The absolute configurations of two products were assigned by comparison of the optical rotations with the literature and the absolute configurations of other products were determined accordingly.