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

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 alpha -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. Metallaphototoredox catalysis has been rarely applied to reductive cross-couplings, in contrast to typical redox-neutral methods. Here, the authors report a mild Ni/photoredox-catalyzed reductive cross-coupling of aryl iodides and alpha -chloroboranes, further enriching the metallaphotoredox chemistry.