Total Synthesis of the Pentacyclic Diterpenoid Tropone Hainanolidol
Frey, Barbara; Wells, Adam; Roden, Francis; Au, Ty; Hockless, David; Willis, Anthony; Mander, Lewis
The total synthesis of the unusual diterpenoid tropone, hainanolidol (1), discovered in the bark of the yew species, Cephalotaxus hainanensis, has been completed in 26 steps from 3,5-dimethylanisole. The intramolecular cyclopropanation reaction of the aryl ring in (30) by means of the rhodium mandelate-catalysed reaction of the diazoacetyl function was used to assemble the 5/7 ring system of (31), at the same time elaborating a cycloheptatriene moiety that could be transformed subsequently to...[Show more]
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|Source:||Australian Journal of Chemistry|
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