Synthesis of the Right‐Side Structure of Type B Physalins

نویسندگان

  • Masaki Morita
  • Shuntaro Kojima
  • Megumi Ohkubo
  • Hiroyuki Koshino
  • Daisuke Hashizume
  • Go Hirai
  • Keiji Maruoka
  • Mikiko Sodeoka
چکیده

We present a full account of our synthetic studies on the racemic DEFGH-ring moiety of physalins, featuring domino ring transformation of a tricyclic key intermediate. We also report the results of a detailed mechanistic examination of the domino ring transformation, as well as a reoptimization of the 2,3-Wittig rearrangement and methylation steps. Furthermore, we have newly established a method for the preparation of an optically active synthetic intermediate by enzymatic kinetic resolution. Our work provides access to both natural and nonnatural right-side physalin structures.

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عنوان ژورنال:

دوره 57  شماره 

صفحات  -

تاریخ انتشار 2017