Studies toward the total synthesis of gambieric acids: Convergent synthesis of the GHIJ-ring fragment having a side chain

Koichi Tsubone, Keisuke Hashizume, Haruhiko Fuwa, Makoto Sasaki

    Research output: Contribution to journalArticle

    11 Citations (Scopus)

    Abstract

    A stereocontrolled synthesis of the GHIJ-ring fragment having a side chain of gambieric acids, which are potent antifungal polycyclic ether natural products, has been achieved. The synthesis features convergent assembly of the tetracyclic polyether skeleton by using aldol coupling and stereoselective construction of the J-ring side chain by a cerium chloride-promoted Julia-Kocienski reaction.

    Original languageEnglish
    Pages (from-to)548-551
    Number of pages4
    JournalTetrahedron Letters
    Volume52
    Issue number4
    DOIs
    Publication statusPublished - 2011 Jan 26

    Keywords

    • Aldol coupling
    • Gambieric acids
    • Julia-Kocienski reaction
    • Polycyclic ethers

    ASJC Scopus subject areas

    • Biochemistry
    • Drug Discovery
    • Organic Chemistry

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