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

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.

SUBMITTER: Zheng P

PROVIDER: S-EPMC7954797 | biostudies-literature | 2021 Mar

REPOSITORIES: biostudies-literature

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

Zheng Purui P Zhou Pan P Wang Dong D Xu Wenhao W Wang Hepan H Xu Tao T

Nature communications 20210312 1

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. ...[more]

PMID: 33712612

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Facile access to functionalized chiral secondary benzylic boronic esters <i>via</i> catalytic asymmetric hydroboration.

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