Cooperative chemoenzymatic and biocatalytic cascades to access chiral sulfur compounds bearing C(sp³)-S stereocentres.

ABSTRACT: Biocatalysis has been widely employed for the generation of carbon-carbon/heteroatom stereocentres, yet its application in chiral C(sp³)-S bond construction is rare and limited to enzymatic kinetic resolutions. Herein, we describe the enantioselective construction of chiral C(sp³)-S bonds through ene-reductase biocatalyzed conjugate reduction of prochiral vinyl sulfides. A series of cooperative sequential/concurrent chemoenzymatic and biocatalytic cascades have been developed to access a broad range of chiral sulfides, including valuable β-hydroxysulfides bearing two adjacent C(sp³)-S and C(sp³)-O stereocentres, in a stereoconvergent manner with good to excellent yields (up to 96%) and enantioselectivities (up to >99% ee). Notably, this biocataly

SUBMITTER: Zhao F 

PROVIDER: S-EPMC11436715 | biostudies-literature | 2024 Sep

REPOSITORIES: biostudies-literature