4.8 Article

Cu(I)-Catalyzed Oxidative Cyclization of Alkynyl Oxiranes and Oxetanes

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JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
卷 134, 期 2, 页码 828-831

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AMER CHEMICAL SOC
DOI: 10.1021/ja209866a

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资金

  1. Ecole Polytechnique
  2. Carlsberg Foundation
  3. Danish National Research Foundation
  4. OChem Graduate School
  5. Aarhus University
  6. H. Lundbeck A/S

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In the presence of a Cu(l) catalyst and a pyridine oxide, alkynyl oxiranes and oxetanes can be converted into functionalized five- or six-membered alpha,beta-unsaturated lactones or dihydrofuranaldehydes. This new oxidative cyclization is proposed to proceed via an unusual allenyloxypyridinium intermediate.

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