Asymmetric total synthesis of (+)-carneic acid A and structure revision of its natural form

Shuhei Yamakoshi, Nobuyuki Hayashi, Takahiro Suzuki, Masahisa Nakada

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    Abstract

    This Letter describes the asymmetric total synthesis of (+)-carneic acid A via the stereoselective IMDA reaction of (E,E,E)-triene, which was prepared from the commercially available methyl (S)-3-hydroxy-2-methylpropionate. By this asymmetric total synthesis, we verified that the reported absolute structure of naturally occurring carneic acid A must be revised.

    Original languageEnglish
    Pages (from-to)5372-5375
    Number of pages4
    JournalTetrahedron Letters
    Volume50
    Issue number38
    DOIs
    Publication statusPublished - 2009 Sep 23

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    ASJC Scopus subject areas

    • Biochemistry
    • Organic Chemistry
    • Drug Discovery

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