Synthesis of the 8-Deoxy Analogue of 4,9-Anhydro-10-hemiketal-5-deoxy-tetrodotoxin, a Proposed Biosynthetic Precursor of Tetrodotoxin

  • Tadachika Miyasaka
    Graduate School of Bioagricultural Sciences, Nagoya University, Nagoya 464-8601, Japan
  • Masaatsu Adachi
    Graduate School of Bioagricultural Sciences, Nagoya University, Nagoya 464-8601, Japan
  • Toshio Nishikawa
    Graduate School of Bioagricultural Sciences, Nagoya University, Nagoya 464-8601, Japan

説明

Despite decades of research, the biosynthesis of tetrodotoxin, also known as a puffer fish toxin, remains an unsolved mystery. We disclose a synthesis of the 8-deoxy analogue of 4,9-anhydro-10-hemiketal-5-deoxy-tetrodotoxin, a possible biosynthetic precursor of tetrodotoxin isolated from the Japanese toxic newt, by an intramolecular radical cyclization of a known starting material.

収録刊行物

  • Organic Letters

    Organic Letters 23 (23), 9232-9236, 2021-11-15

    American Chemical Society (ACS)

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