Synthetic studies on (-)-scabronine A

Hideaki Watanabe, Masahisa Nakada

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    18 Citations (Scopus)

    Abstract

    This Letter describes synthetic studies on (-)-scabronine A utilizing a new chiral building block successfully prepared via the catalytic asymmetric intramolecular cyclopropanation (IMCP) of an α-diazo-β-keto sulfone. The crucial transformations in this study are the coupling reaction of two fragments between the positions adjacent to a quaternary carbon center, the intramolecular aldol reaction, the C14 hydroxyl-directed hydrogenation, and the ring-expansion reaction to furnish the 5-6-7 tricyclic cyathane skeleton.

    Original languageEnglish
    Pages (from-to)1518-1522
    Number of pages5
    JournalTetrahedron Letters
    Volume49
    Issue number9
    DOIs
    Publication statusPublished - 2008 Feb 25

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    ASJC Scopus subject areas

    • Biochemistry
    • Organic Chemistry
    • Drug Discovery

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