4.8 Article

Nickel-Catalyzed Difunctionalization of Unactivated Alkenes Initiated by Unstabilized Enolates

Journal

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
Volume 141, Issue 41, Pages 16249-16254

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/jacs.9b09245

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Funding

  1. Yale University
  2. Amgen
  3. Sloan Foundation
  4. Bristol-Myers Squibb Graduate Research Fellowship
  5. Dox Fellowship
  6. Marco Polo Program
  7. Swiss National Science Foundation
  8. Anderson Postdoctoral Fellowship

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This report demonstrates the possibility of a nickel-catalyzed difunctionalization of unactivated alkenes initiated by an unstabilized enolate nucleophile. The process tolerates a diverse range of electrophiles, including aryl, heteroaryl, alkenyl, and amino electrophiles. An electron-deficient phosphine ligand and a tetrabutylammonium salt additive were crucial for promoting efficient vicinal difunctionalization.

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