title: Synthetic studies on polymaxenolides: synthesis and structure elucidation of nominal epoxyafricanane and other africane-type sesquiterpenoids.
abstract: A racemic total synthesis of the sesquiterpenoid unit of the hybrid marine natural product polymaxenolide has been achieved based on a three-component assembly followed by ring-closing metathesis as the key steps. However, the spectral data of our product synthesized from Δ(9(15))-africanene by epoxidation were not identical with those of the natural product named epoxyafricanane. The structure confirmation of the synthetic nominal epoxyafricanane is described.
authors.affiliation: Department of Applied Chemistry, Faculty of Science and Technology, Keio University, 3-14-1 Hiyoshi, Kohoku-ku, Yokohama 223-8522, Japan.
authors.forename: Yutaka
authors.initials: Y
authors.lastname: Matsuda
authors.forename: Yusuke
authors.initials: Y
authors.lastname: Endo
authors.forename: Yoko
authors.initials: Y
authors.lastname: Saikawa
authors.forename: Masaya
authors.initials: M
authors.lastname: Nakata
mesh_terms: D001688:Biological Products; D003500:Cyclization; D008387:Marine Toxins / Q000737:chemistry*; D015394:Molecular Structure; D012717:Sesquiterpenes / Q000138:chemical synthesis* / Q000737:chemistry; D013237:Stereoisomerism; D013729:Terpenes / Q000138:chemical synthesis* / Q000737:chemistry*
chemical_list: D001688:Biological Products; D008387:Marine Toxins; D012717:Sesquiterpenes; D013729:Terpenes; C401228:africanene; C569120:epoxyafricanane