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Nickel-catalyzed asymmetric reductive cross-coupling between vinyl and benzyl electrophiles.

ABSTRACT: A Ni-catalyzed asymmetric reductive cross-coupling between vinyl bromides and benzyl chlorides has been developed. This method provides direct access to enantioenriched products bearing aryl-substituted tertiary allylic stereogenic centers from simple, stable starting materials. A broad substrate scope is achieved under mild reaction conditions that preclude the pregeneration of organometallic reagents and the regioselectivity issues commonly associated with asymmetric allylic arylation.

SUBMITTER: Cherney AH

PROVIDER: S-EPMC4210114 | biostudies-literature | 2014 Oct

REPOSITORIES: biostudies-literature

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Nickel-catalyzed asymmetric reductive cross-coupling between vinyl and benzyl electrophiles.

Cherney Alan H AH Reisman Sarah E SE

Journal of the American Chemical Society 20141001 41

A Ni-catalyzed asymmetric reductive cross-coupling between vinyl bromides and benzyl chlorides has been developed. This method provides direct access to enantioenriched products bearing aryl-substituted tertiary allylic stereogenic centers from simple, stable starting materials. A broad substrate scope is achieved under mild reaction conditions that preclude the pregeneration of organometallic reagents and the regioselectivity issues commonly associated with asymmetric allylic arylation. ...[more]

PMID: 25245492

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