Synthesis of the C1-C17 Segment of Bafilomycin N

Haruka Sato, Seijiro Hosokawa

    Research output: Contribution to journalArticle

    1 Citation (Scopus)

    Abstract

    The C1-C17 segment of bafilomycin N has been synthesized. The C1-C11 segment was synthesized by the anti -selective vinylogous Mukaiyama aldol reaction with a chiral vinylketene silyl N, O -acetal and the Horner-Wadsworth-Emmons reaction, whereas C12-C17 was constructed by the syn -selective vinylogous Mukaiyama aldol reaction and the Jung's semipinacol rearrangement. Those segments were connected by the Stille coupling to afford the C1-C17 segment.

    Original languageEnglish
    Pages (from-to)577-580
    Number of pages4
    JournalSynlett
    Volume30
    Issue number5
    DOIs
    Publication statusPublished - 2019 Jan 1

    Keywords

    • bafilomycin
    • polypropionate
    • semipinacol rearrangement
    • Stille coupling
    • vinylketene silyl N O -acetal
    • vinylogous Mukaiyama aldol reaction

    ASJC Scopus subject areas

    • Organic Chemistry

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