One out of Four: Kinetic Resolution of Stereoisomeric Mixtures of Secondary Alcohols with a Quaternary Carbon Atom in the β-Position by Cu-H-Catalyzed Enantioselective Silylation

Abstract

An enantio- and diastereoselective Cu-H-catalyzed silylation of acyclic secondary alcohols with a vicinal quaternary stereocenter is reported. The reaction kinetically selects one out of four stereoisomers, affording the fastest-reacting stereoisomer as the silyl ether in enantio- and diastereomerically enriched form. The obtained motif with a quaternary carbon atom in the β-position of the hydroxy group is otherwise not easy to access.