4.7 Article

Regioselectivity Switch: Gold(I)-Catalyzed Oxidative Rearrangement of Propargyl Alcohols to 1,3-Diketones

Journal

JOURNAL OF ORGANIC CHEMISTRY
Volume 77, Issue 17, Pages 7761-7767

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/jo301381z

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Funding

  1. China Scholarship Council (CSC)

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The gold(I)-catalyzed oxidative rearrangement of propargyl alcohols provides an efficient and selective route to 1,3-diketones under mild conditions. Pyridine-N-oxides were used as external oxidants with, different from related substrates, no alkylidenecycloalkanones or oxetan-3-ones formed as side-products.

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