Reductive Coupling of Acrylates with Ketones and Ketimines by a Nickel‐Catalyzed Transfer‐Hydrogenative Strategy

  • Buxton C
  • Blakemore D
  • Bower J
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Abstract

Nickel‐catalyzed coupling of benzyl acrylates with activated ketones and imines provides γ‐butyrolactones and lactams, respectively. The benzyl alcohol byproduct released during the lactonization/lactamization event is relayed to the next cycle where it serves as the reductant for C−C bond formation. This strategy represents a conceptually unique approach to transfer‐hydrogenative C−C bond formation, thus providing examples of reductive heterocyclizations where hydrogen embedded within an alcohol leaving group facilitates turnover.

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Buxton, C. S., Blakemore, D. C., & Bower, J. F. (2017). Reductive Coupling of Acrylates with Ketones and Ketimines by a Nickel‐Catalyzed Transfer‐Hydrogenative Strategy. Angewandte Chemie, 129(44), 14012–14016. https://doi.org/10.1002/ange.201707531

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