Novel synthesis of (d,l)-cis-chrysanthemic acid involving α,α′-dibromination of 2,2,5,5-tetramethylcyclohexane-1,3-dione: Application to the enantioselective synthesis of (1R)-cis-chrysanthemic acid

A. Krief, W. Dumont, A. Kremer

    Research output: Contribution to journalArticlepeer-review

    Abstract

    cis-Chrysanthemic acid has been prepared in a few steps from dimethyldimedone via dibromination at alpha positions of each carbonyl carbons. The trans-dibromide which is almost exclusively formed has been isomerized to its cis-stereoisomer by highly chemoselective tandem H/K-K/H exchanges involving potassium bases at low temperature (
    Original languageEnglish
    Pages (from-to)2398-2401
    JournalTetrahedron Letters
    Volume50
    Issue number20
    DOIs
    Publication statusPublished - 20 May 2009

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