Convergent Catalytic Asymmetric Synthesis of Esters of Chiral Dialkyl Carbinols.

ABSTRACT: Because chiral dialkyl carbinols, as well as their derived esters, are significant as intermediates and end points in fields such as organic, pharmaceutical, and biological chemistry, the development of efficient approaches to their asymmetric synthesis is an important endeavor. In this report, we describe a method for the direct catalytic enantioselective synthesis of such esters, beginning with an alkyl halide (derived from an aldehyde and an acyl bromide), an olefin, and a hydrosilane, catalyzed by nickel, an earth-abundant metal. The method is versatile, tolerating substituents that vary in size and that bear a range of functional groups. We further describe a four-component variant of this process, wherein the alkyl halide is generated in situ, thus obviating the need to isolate eithe

SUBMITTER: Yang ZP 

PROVIDER: S-EPMC7580270 | biostudies-literature | 2020 Mar

REPOSITORIES: biostudies-literature