Litcius/Paper detail

Dual Ni/photoredox-catalyzed asymmetric cross-coupling to access chiral benzylic boronic esters

Purui Zheng, Pan Zhou, Dong Wang, Wenhao Xu, Hepan Wang, Tao Xu

2021Nature Communications88 citationsDOIOpen Access PDF

Abstract

The flourishing Ni/photoredox-catalyzed asymmetric couplings typically rely on redox-neutral reactions. In this work, we report a reductive cross-coupling of aryl iodides and α-chloroboranes under a dual catalytic regime to further enrich the metallaphotoredox chemistry. This approach proceeds under mild conditions (visible light, ambient temperature, no strong base) to access the versatile benzylic boronic esters with good functional group tolerance and excellent enantioselectivities.

Topics & Concepts

ArylPhotoredox catalysisCatalysisChemistryCombinatorial chemistryBoronic acidCoupling (piping)Dual roleBase (topology)Coupling reactionPhotochemistryOrganic chemistryMaterials scienceAlkylPhotocatalysisMetallurgyMathematical analysisMathematicsRadical Photochemical ReactionsCatalytic C–H Functionalization MethodsSulfur-Based Synthesis Techniques