Syntheses and odor descriptions of cyclopropanated compounds part 5. Analogs of methyl jasmonate to fix the relative configuration of the two side chains

Hiromasa Kiyota, Shin Ya Takigawa, Shigefumi Kuwahara

    Research output: Contribution to journalArticlepeer-review

    10 Citations (Scopus)

    Abstract

    Analogs of methyl jasmonate (=methyl (1R*,2R*)-3-oxo-2-[(Z)- pent-2-enyl]cyclopentaneacetate; MJA) bearing a cyclopropane ring, double bond, or a F-substituent were synthesized, and their odor characteristics were examined. Most of the analogs with the same stereochemical properties as methyl epijasmonate showed odor properties superior to MJA. Interestingly, the enol acetate of MJA had a diffusive orchid-like note.

    Original languageEnglish
    Pages (from-to)1854-1859
    Number of pages6
    JournalHelvetica Chimica Acta
    Volume87
    Issue number7
    DOIs
    Publication statusPublished - 2004 Aug 24

    ASJC Scopus subject areas

    • Catalysis
    • Biochemistry
    • Drug Discovery
    • Physical and Theoretical Chemistry
    • Organic Chemistry
    • Inorganic Chemistry

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