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

Shuhei Yamakoshi, Nobuyuki Hayashi, Takahiro Suzuki, Masahisa Nakada

    Research output: Contribution to journalArticle

    8 Citations (Scopus)

    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

    Cite this

    Asymmetric total synthesis of (+)-carneic acid A and structure revision of its natural form. / Yamakoshi, Shuhei; Hayashi, Nobuyuki; Suzuki, Takahiro; Nakada, Masahisa.

    In: Tetrahedron Letters, Vol. 50, No. 38, 23.09.2009, p. 5372-5375.

    Research output: Contribution to journalArticle

    Yamakoshi, Shuhei ; Hayashi, Nobuyuki ; Suzuki, Takahiro ; Nakada, Masahisa. / Asymmetric total synthesis of (+)-carneic acid A and structure revision of its natural form. In: Tetrahedron Letters. 2009 ; Vol. 50, No. 38. pp. 5372-5375.
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