Cu(II)-Catalyzed Enantioselective β-Boration of β-Trifluoromethyl, β,β-Disubstituted Enones and Esters: Construction of a CF₃- and Boron-Containing Quaternary Stereocenter

Abstract

A highly enantioselective Cu(II)-catalyzed borylative reaction of β-trifluoromethyl β,β-disubstituted enones was developed, which provide a facile access to a variety of chiral alkylboronic esters with a quaternary stereocenter including both a trifluoromethyl group and a boron group. Meanwhile, CF3-contained tertiary alcohol derivatives were obtained in high yield with the maintained ee value via one-pot methodology. The reactions proceed smoothly under mild reaction conditions, providing expedient access to construct chiral alkylboronic esters in well-functional group tolerances, good yields, diversity conversion, and high enantioselectivities. The appropriate SDE test via achiral chromatography illustrated that the results presented here were reliable.