Syntheses of racemic and scalemic cis-chrysanthemic acid from β,γ-unsaturated cyclohexanol

A. Krief, S. Jeanmart, H.Y. Gondal, A. Kremer

    Research output: Contribution to journalArticle

    Abstract

    2,2,5,5-Tetramethylcyclohexane-1,3-dione is a valuable starting-material precursor of cis-chrysanthemic acid. The (1S)-stereoisomer is a precursor of pyrethrin I, the most active natural insecticide from Chrysanthemum cinerariifolium, whereas the (1R)-stereoisomer is efficiently transformed to deltamethrin, the most active commercially available pyrethroid insecticide. Several intermediates have been identified and used with variable success for that purpose.
    Original languageEnglish
    Pages (from-to)2123-2167
    JournalHelvetica chimica acta
    Volume95
    Issue number11
    DOIs
    Publication statusPublished - 1 Nov 2012

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