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. 2019 Mar 4;58(10):3198-3202.
doi: 10.1002/anie.201900228. Epub 2019 Feb 11.

Nickel-Catalyzed Asymmetric Reductive Diarylation of Vinylarenes

David Anthony  1 , Qiao Lin  1 , Judith Baudet  1 , Tianning Diao  1
Affiliations

Nickel-Catalyzed Asymmetric Reductive Diarylation of Vinylarenes

David Anthony et al. Angew Chem Int Ed Engl. .

Erratum in

Abstract

A nickel-catalyzed asymmetric diarylation reaction of vinylarenes enables the preparation of chiral α,α,β-triarylated ethane scaffolds, which exist in a number of biologically active molecules. The use of reducing conditions with aryl bromides as coupling partners obviates the need for stoichiometric organometallic reagents and tolerates a broad range of functional groups. The application of an N-oxyl radical as a ligand to a nickel catalyst represents a novel approach to facilitate nickel-catalyzed cross-coupling reactions.

Keywords: alkenes; aryl bromides; asymmetric catalysis; diarylation; nickel.

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Conflict of interest statement

Conflict of interest

The authors declare no conflict of interest.

Figures

Scheme 1.
Scheme 1.
Strategies for preparing chiral α,α,β-triarylated ethane scaffolds and relevant target molecules.
Scheme 2.
Scheme 2.
Enantiodetermining steps for alkene carbofunctionalization.
Scheme 3.
Scheme 3.
Proposed mechanism.
See this image and copyright information in PMC

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