Litcius/Paper detail

Ni-Catalyzed Asymmetric Reductive Alkenylation of α-Chlorosulfones with Vinyl Bromides

Jingjing Geng, Deli Sun, Yanhong Song, Weiqi Tong, Fan Wu

2022Organic Letters14 citationsDOI

Abstract

A nickel-catalyzed enantioconvergent reductive cross-coupling of α-chlorosulfones with vinyl bromides is described here. This strategy enables the enantioselective construction of chiral allylic sulfones from simple α-chlorosulfones and vinyl bromides. The mild reaction conditions lead to excellent functional group compatibility, as evidenced by the broad substrate scope and tolerance of complex bioactive molecules. Our preliminary mechanistic study suggests that this enantioselective vinylation process operates through a radical intermediate.

Topics & Concepts

ChemistryEnantioselective synthesisAllylic rearrangementCatalysisFunctional groupCombinatorial chemistrySubstrate (aquarium)MoleculeOrganic chemistryGeologyOceanographyPolymerSulfur-Based Synthesis TechniquesCatalytic C–H Functionalization MethodsSynthesis and Catalytic Reactions