title: Total synthesis and determination of the absolute configuration of (+)-omaezakianol.
abstract: The proof of the pudding: The first asymmetric total synthesis of the marine tetracyclic oxasqualenoid (+)-omaezakianol features a convergent olefin cross-metathesis between a monotetrahydrofuran fragment and a triepoxy alkene, and cascade oxacyclizations of a triepoxy alcohol to form the right-hand three ether rings. The total synthesis proved the absolute configuration of (+)-omaezakianol to be that shown.
authors.affiliation: Department of Chemistry, Graduate School of Science, Osaka City University, Sumiyoshi-ku, Osaka 558-8585, Japan. morimoto@sci.osaka-cu.ac.jp
authors.forename: Yoshiki
authors.initials: Y
authors.lastname: Morimoto
authors.forename: Tatsuya
authors.initials: T
authors.lastname: Okita
authors.forename: Hitomi
authors.initials: H
authors.lastname: Kambara
mesh_terms: D008968:Molecular Conformation; D013185:Squalene / Q000031:analogs & derivatives* / Q000138:chemical synthesis / Q000737:chemistry; D013237:Stereoisomerism; D013729:Terpenes / Q000138:chemical synthesis* / Q000737:chemistry
chemical_list: D013729:Terpenes; C540153:omaezakianol; D013185:Squalene