title: Synthetic study of diversifolin: the construction of 11-oxabicyclo[6.2.1]undec-3-ene core using ring-closing metathesis.
abstract: Stereoselective synthesis of a potential intermediate bearing 11-oxabicyclo[6.2.1]undec-3-ene core, a common scaffold of biologically active germacrane-type sesquiterpenes, has been achieved. Synthetic features involve formal 1,3-asymmetric induction, unusual ring-closing metathesis constructing a 10-membered carbocycle system, and unique lactone transposition.
authors.affiliation: Faculty of Pharmaceutical Sciences, Tokyo University of Science (RIKADAI), 2641 Yamazaki, Noda-shi, Chiba 278-8510, Japan.
authors.forename: Tomoaki
authors.initials: T
authors.lastname: Nakamura
authors.forename: Motoko
authors.initials: M
authors.lastname: Oshida
authors.forename: Tomoko
authors.initials: T
authors.lastname: Nomura
authors.forename: Atsuo
authors.initials: A
authors.lastname: Nakazaki
authors.forename: Susumu
authors.initials: S
authors.lastname: Kobayashi
mesh_terms: D001643:Bridged Bicyclo Compounds / Q000737:chemistry*; D003500:Cyclization; D007783:Lactones / Q000138:chemical synthesis* / Q000737:chemistry; D012717:Sesquiterpenes / Q000138:chemical synthesis* / Q000737:chemistry
chemical_list: D001643:Bridged Bicyclo Compounds; D007783:Lactones; D012717:Sesquiterpenes; C115944:diversifolin