Synthesis of the Right‐Side Structure of Type B Physalins

Abstract: 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.

Location
Deutsche Nationalbibliothek Frankfurt am Main
Extent
Online-Ressource
Language
Englisch

Bibliographic citation
Synthesis of the Right‐Side Structure of Type B Physalins ; volume:57 ; number:3-4 ; year:2017 ; pages:309-318 ; extent:10
Israel journal of chemistry ; 57, Heft 3-4 (2017), 309-318 (gesamt 10)

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

DOI
10.1002/ijch.201600110
URN
urn:nbn:de:101:1-2022100707344629954506
Rights
Open Access; Der Zugriff auf das Objekt ist unbeschränkt möglich.
Last update
15.08.2025, 7:27 AM CEST

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Associated

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

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