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

    Résultats de recherche: Contribution à un journal/une revueArticleRevue par des pairs

    Résumé

    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 (
    langue originaleAnglais
    Pages (de - à)2398-2401
    journalTetrahedron Letters
    Volume50
    Numéro de publication20
    Les DOIs
    Etat de la publicationPublié - 20 mai 2009

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