Litcius/Paper detail

Nickel/Photoredox-Catalyzed Enantioselective Reductive Cross-Coupling between Vinyl Bromides and Benzyl Chlorides

Qianqian Lü, Haixing Guan, Yan‐En Wang, Dan Xiong, Tingzhi Lin, Fei Xue, Jianyou Mao

2022The Journal of Organic Chemistry21 citationsDOI

Abstract

A visible-light-promoted nickel/photoredox-catalyzed reductive cross-coupling reaction between vinyl bromides and benzyl chlorides is reported. A diverse array of enantioenriched allylic centers containing products could be achieved in good yields (up to 90%) and high enantioselectivities (up to 95% ee). The mechanistic studies show that this reductive cross-coupling involves a radical pathway.

Topics & Concepts

ChemistryNickelAllylic rearrangementCatalysisEnantioselective synthesisReductive eliminationCoupling reactionPhotoredox catalysisCoupling (piping)Combinatorial chemistryPhotochemistryOrganic chemistryPhotocatalysisEngineeringMechanical engineeringRadical Photochemical ReactionsCatalytic C–H Functionalization MethodsSulfur-Based Synthesis Techniques