A short, stereoselective synthesis of the eudesmane sesquiterpene selina-3,7(11)-diene
Abstract
The intramolecular Diels–Alder reaction of the C15 tetraene (6) prepared by attachment of a long-chain alkyl group with a terminal double bond to 2,5-dihydro-3-methyl thiophene S,S-dioxide, followed by extrusion of SO2, has been employed in an efficient total synthesis of selina-3,7(11)-diene.