Journal of Organic Chemistry p. 69 - 72 (1980)
Update date:2022-08-03
Topics:
Selover, Scott J.
Crews, Phillip
The structure of a new spirobicycloundecane sesquiterpene, kylinone (1), is reported.The relative configurations at all four chiral centers have been assigned as 3S*, 4S*, 6R* and 8S* on the basis of a combination of spectroscopic and chemical observation.Kylinone (1) has been synthesized from a known chamigrene, deoxyprepacifenol (7), by epoxide opening accompanied by a methyl migration.Epoxide openings in the other related spirocyclic undecanes 8 and 10 are also discussed.
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