4.8 Article

Nickel-Catalyzed Asymmetric Reductive Cross-Coupling Between Vinyl and Benzyl Electrophiles

Journal

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
Volume 136, Issue 41, Pages 14365-14368

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/ja508067c

Keywords

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Funding

  1. National Science Foundation [DGE-1144469]
  2. ACS Division of Organic Chemistry - (Amgen)
  3. NIH [GM111805-01]
  4. Amgen
  5. Novartis
  6. DuPont
  7. Eli Lilly

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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

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