mCPBA Oxidation of Acetyllycoctonine and Its New Products

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  • Shen Xiang-Li
    Department of Chemistry of Medicinal Natural Products, West China College of Pharmacy, Sichuan University
  • Wang Feng-Peng
    Department of Chemistry of Medicinal Natural Products, West China College of Pharmacy, Sichuan University

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Treatment of a lycoctonine-type alkaloid acetyllycoctonine (4) with mCPBA at room temperature led to acetyllycoctonine N-oxide (5) as the major product together with other interesting compounds 6—12 as the minor products, which were derived from oxidation involving the nitrogen atom and Cope elimination as well as Polonovski-like fragmentation. All of those new compounds (5—12) were fully characterized.

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