Kylinone, a New Sesquiterpene Skeleton from the Marine Alga Laurencia pacifica

DOI: 10.1021/jo01289a015

Source and publish data:

Journal of Organic Chemistry p. 69 - 72 (1980)

Update date:2022-08-03

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Authors:

Selover, Scott J.

Crews, Phillip

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Article abstract of DOI:10.1021/jo01289a015

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.

Full text of DOI:10.1021/jo01289a015

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