Synthesis of Strophasterols C, E, and F

Shuntaro Sato, Shigefumi Kuwahara

Research output: Contribution to journalArticlepeer-review

2 Citations (Scopus)

Abstract

The synthesis of strophasterols C, E, and F has been accomplished from a 14,15-secoergostane derivative via a 1,3-dipolar cycloaddition of a nitrile oxide intermediate to simultaneously install an isolated cyclopentane ring and a C23 oxygen functionality in a diastereoselective manner and a regio- and diastereoselective selenohydroxylation of an olefinic intermediate under thermodynamic conditions. This synthesis also enabled the stereochemical confirmation of strophasterol C.

Original languageEnglish
Pages (from-to)1311-1315
Number of pages5
JournalOrganic letters
Volume22
Issue number4
DOIs
Publication statusPublished - 2020 Feb 21

ASJC Scopus subject areas

  • Biochemistry
  • Physical and Theoretical Chemistry
  • Organic Chemistry

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