Synthesis of Strophasterols C, E, and F

Shuntaro Sato, Shigefumi Kuwahara

    Research output: Contribution to journalArticlepeer-review

    7 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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