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Synthesis 1988; 1988(12): 978-979
DOI: 10.1055/s-1988-27773
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Efficient Regioselective Preparation of 2,6-Disubstituted Derivatives of 3-Acetoxy-5,5-dimethyl-2-cyclohexenone

Nicola M. Berry* , Guy Casy, Laurence M. Harwood
  • *Dyson Perrins Laboratory, University of Oxford, South Parks Road, Oxford, OX1 3QY, England
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Publication Date:
20 August 2002 (online)

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Low temperature generation of dianions of 2-alkylated derivatives of dimedone, followed by alkylation at C-4 and quenching of the reaction mixture with acetic anhydride at room temperature furnishes the least sterically hindered 2,6-dialkyl-3-acetoxy-5,5-dimethyl-2-cyclohexenones 2 with high selectivity in a one-pot process.