Synthesis of the glycosyl lactol moiety of halichoblelide

Yohsuke Satoh, Takashi Nakahata, Shigefumi Kuwahara

    Research output: Contribution to journalArticlepeer-review

    4 Citations (Scopus)

    Abstract

    The enantioselective synthesis of the 2-deoxy-α-l-fucosyl lactol moiety of halichoblelide, a potent cytotoxin isolated from an actinomycete of marine origin, was achieved using a diastereoselective addition of a dithianyl anion to a chiral aldehyde intermediate and a stereoselective glycosidation of a hydroxy lactone intermediate derived from the addition product with a protected l-fucal as the key steps.

    Original languageEnglish
    Pages (from-to)11733-11737
    Number of pages5
    JournalTetrahedron
    Volume63
    Issue number47
    DOIs
    Publication statusPublished - 2007 Nov 19

    Keywords

    • Cytotoxic
    • Enantioselective synthesis
    • Glycosidation
    • Halichoblelide

    ASJC Scopus subject areas

    • Biochemistry
    • Drug Discovery
    • Organic Chemistry

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