title: Total synthesis of (+/-)-clavubicyclone.
abstract: [reaction: see text] The total synthesis of racemic clavubicyclone (1), which was isolated from Okinawan soft coral by our group, is described. The bicyclo[3.2.1]octane skeleton was prepared by Cope rearrangement of a divinylcyclopropane derivative. Three functional groups on the skeleton were constructed by Barton decarboxylation, Wittig reaction, and alkylation.
authors.affiliation: School of Life Sciences, Tokyo University of Pharmacy and Life Sciences, 1432-1 Horinouchi, Hachioji, Tokyo 192-0392, Japan. itohisa@las.toyaku.ac.jp
authors.forename: Hisanaka
authors.initials: H
authors.lastname: Ito
authors.forename: Shunta
authors.initials: S
authors.lastname: Takeguchi
authors.forename: Takahiro
authors.initials: T
authors.lastname: Kawagishi
authors.forename: Kazuo
authors.initials: K
authors.lastname: Iguchi
mesh_terms: D000818:Animals; D037421:Anthozoa / Q000737:chemistry; D007564:Japan; D015394:Molecular Structure; D011453:Prostaglandins / Q000138:chemical synthesis* / Q000737:chemistry; D013237:Stereoisomerism
chemical_list: D011453:Prostaglandins; C463700:clavubicyclone