SYNTHETIC STUDIES ON AROMADENDRANE-TYPE COMPOUNDS .2. STEREOSELECTIVESYNTHESIS OF (-1,2-DIDEHYDROAROMADENDRANE())

The reactivity of the tricyclic enone, 7-trimethyltricyclo[6.3.0.0(2,4 )]undec-8-en-10-one (1), obtained previously as the key intermediate f or the synthesis of compounds bearing the aromadendrane nucleus was in vestigated, and a natural aromadendrane-type sesquiterpene, (+)-1,2-di dehydroaromadendrane (2), was synthesized via regio- and stereo-specif ic introduction of a methyl group at the C-11 position of 1 followed b y reductive deoxygenation.