Enantioselective synthesis of rumphellaone A via epoxy nitrile cyclization

Takafumi Hirokawa, Tomohiro Nagasawa, Shigefumi Kuwahara

    Research output: Contribution to journalArticlepeer-review

    9 Citations (Scopus)

    Abstract

    The first enantioselective synthesis of rumphellaone A, a cytotoxic 4,5-seco-caryophyllane derivative incorporating a γ-lactone ring as its structural feature, has been achieved by using base-induced intramolecular cyclization of an epoxy nitrile intermediate to install its cyclobutane skeleton as well as three contiguous stereocenters as the key transformation.

    Original languageEnglish
    Pages (from-to)705-706
    Number of pages2
    JournalTetrahedron Letters
    Volume53
    Issue number6
    DOIs
    Publication statusPublished - 2012 Feb 8

    Keywords

    • Caryophyllane
    • Cytotoxic
    • Epoxy nitrile cyclization
    • Rumphellaone A

    ASJC Scopus subject areas

    • Biochemistry
    • Drug Discovery
    • Organic Chemistry

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