(1<i>S</i>,5<i>R</i>)-6,6-Dimethyl-4-(((1<i>S</i>,2<i>S</i>,5<i>S</i>)-2,6,6-trimethyl-4-oxobicyclo[3.1.1]heptan-2-yl)methyl)bicyclo[3.1.1]hept-3-en-2-one

Abstract

A simple and convenient procedure for the γ, β-dimerization of verbenone was developed. The dimer was obtained during aging with KOH without a solvent. The process proceeds as the formation of the extended enolate of verbenone and its Michael addition to other molecules of verbenone. The product yield was 82% after purification by column chromatography and recrystallization.

Keywords

• verbenone
• dimerization
• extended enolate
• Michael addition