One-step synthesis of tricyclo[5.3.1.03,8]undecan-4,11-diones by three consecutive Michael reactions. A formal synthesis of (±)-seychellene
Abstract
Divinylketone and the trimethylsily enol ethers of cyclohex-2-en-1-ones undergo Lewis acid assisted triple Michael reactions yielding tricyclo[5.3.1.03,8]undecan-4,11-diones; the application of this reaction enabled a formal synthesis of (±)-seychellene (5).