O-Monoacyltartaric Acid/(Thio)urea Cooperative Organocatalysis for Enantioselective Conjugate Addition of Boronic Acid

Org Lett. 2020 May 15;22(10):3780-3784. doi: 10.1021/acs.orglett.0c00981. Epub 2020 Apr 24.

Abstract

(Thio)urea cocatalyst accelerates O-monoacyltartaric acid (MAT)-catalyzed enantioselective conjugate addition of boronic acid to unsaturated ketone. Kinetic studies of this reaction revealed first-order dependence of each substrate and catalyst and second-order dependence of (thio)urea, leading to reduction of the catalyst loading and development of more active and enantioselective MAT monoaryl ester catalyst.

Publication types

  • Research Support, Non-U.S. Gov't