title: Studies toward the total synthesis of popolohuanone E: enantioselective synthesis of 8-O-methylpopolohuanone E.
abstract: [structure: see text]. 8-O-methylpopolohuanone E (2) was synthesized in a highly convergent manner starting from the cis-fused decalin derivative accessible from the (-)-Wieland-Miescher ketone analogue. The synthetic method features a biogenetic-type annulation of the phenolic and quinone segments to regioselectively construct the central tricyclic ring system as the key step.
authors.affiliation: Sagami Chemical Research Center, Nishi-Ohnuma, Sagamihara, Kanagawa 229-0012, Japan. takatoh@alles.or.jp
authors.forename: T
authors.initials: T
authors.lastname: Katoh
authors.forename: M
authors.initials: M
authors.lastname: Nakatani
authors.forename: S
authors.initials: S
authors.lastname: Shikita
authors.forename: R
authors.initials: R
authors.lastname: Sampe
authors.forename: A
authors.initials: A
authors.lastname: Ishiwata
authors.forename: O
authors.initials: O
authors.lastname: Ohmori
authors.forename: M
authors.initials: M
authors.lastname: Nakamura
authors.forename: S
authors.initials: S
authors.lastname: Terashima
mesh_terms: D004791:Enzyme Inhibitors / Q000138:chemical synthesis* / Q000737:chemistry; D009682:Magnetic Resonance Spectroscopy; D012717:Sesquiterpenes / Q000138:chemical synthesis* / Q000737:chemistry; D013237:Stereoisomerism; D059005:Topoisomerase II Inhibitors
chemical_list: C437123:8-O-methylpopolohuanone E; D004791:Enzyme Inhibitors; D012717:Sesquiterpenes; D059005:Topoisomerase II Inhibitors