4.8 Article

Diastereodivergent Construction of Bicyclic γ-Lactones via Enantioselective Ketone Hydroacylation

Journal

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
Volume 138, Issue 37, Pages 12013-12016

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/jacs.6b06227

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Funding

  1. UC Irvine
  2. National Institutes of Health [GM105938]
  3. Eli Lilly
  4. China Scholarship Council

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We present a diastereodivergent strategy for constructing bicyclic gamma-lactones bearing quaternary carbon centers via ketone hydroacylation. By applying a Rh catalyst and JoSPOphos ligand, either the anti or syn bicyclic gamma-lactones can be accessed with high enantio- and diastereoselectivities, depending on the choice of solvent, temperature, and counterion.

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