Annulation by sequential double Michael reaction; synthesis of decalones and its application to the syntheses of ε-cadinene, khusitone and khusilal
- 1 January 1993
- journal article
- research article
- Published by Royal Society of Chemistry (RSC) in Journal of the Chemical Society, Perkin Transactions 1
- No. 18,p. 2173-2184
- https://doi.org/10.1039/p19930002173
Abstract
Reaction of the kinetic enolates or the trimethylsilyl enol ethers of 1-acetylcyclohexenes with α,β-unsaturated carbonyl compounds affords 4-substituted 1 -decalone derivatives under basic or Lewis acidic conditions. The reaction with acrylates of chiral alcohols has achieved 70% diastereoselection. Application of these reactions has enabled syntheses of ε-cadinene, khusitone and khusilal to be accomplished.Keywords
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