Total Synthesis of Amphirionin-4

Yusuke Ogura, Hikaru Sato, Shigefumi Kuwahara

    Research output: Contribution to journalArticlepeer-review

    10 Citations (Scopus)

    Abstract

    An expeditious enantioselective total synthesis of amphirionin-4, a remarkably potent promoter of the proliferation of ST-2 cells, has been achieved from (±)-(E)-1,4-hexadien-3-ol by an 8-pot sequence that features the Sharpless kinetic resolution, iodoetherification, and the CBS reduction to install the stereocenters, utilization of four one-pot transformations to streamline the synthetic process, and the Stille coupling reaction at nearly the center of the target molecule to complete the total synthesis.

    Original languageEnglish
    Pages (from-to)2399-2402
    Number of pages4
    JournalOrganic letters
    Volume18
    Issue number10
    DOIs
    Publication statusPublished - 2016 May 20

    ASJC Scopus subject areas

    • Biochemistry
    • Physical and Theoretical Chemistry
    • Organic Chemistry

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