title: Total synthesis of (-)-norzoanthamine.
abstract: No bones about it: (-)-Norzoanthamine, a promising candidate for an anti-osteoporotic drug, was the target of a total synthesis (see scheme). The final bisaminal formation with AcOH/H(2)O gave the DEFG ring, while the cyclization precursor was prepared by installing the remaining bisaminal unit after oxidative cleavage of the cyclopentanol moiety.
authors.affiliation: Faculty of Pharmaceutical Sciences, Tokyo University of Science, 2641 Yamazaki, Noda-shi, Chiba, Japan.
authors.forename: Daisuke
authors.initials: D
authors.lastname: Yamashita
authors.forename: Yoshihisa
authors.initials: Y
authors.lastname: Murata
authors.forename: Naotsuka
authors.initials: N
authors.lastname: Hikage
authors.forename: Ken-Ichi
authors.initials: K
authors.lastname: Takao
authors.forename: Atsuo
authors.initials: A
authors.lastname: Nakazaki
authors.forename: Susumu
authors.initials: S
authors.lastname: Kobayashi
mesh_terms: D000470:Alkaloids / Q000138:chemical synthesis / Q000737:chemistry; D001381:Azepines / Q000138:chemical synthesis* / Q000737:chemistry; D003517:Cyclopentanes / Q000737:chemistry; D006576:Heterocyclic Compounds, 4 or More Rings / Q000138:chemical synthesis / Q000737:chemistry; D007659:Ketones / Q000737:chemistry; D011804:Quinolines / Q000138:chemical synthesis* / Q000737:chemistry; D013237:Stereoisomerism
chemical_list: D000470:Alkaloids; D001381:Azepines; D003517:Cyclopentanes; D006576:Heterocyclic Compounds, 4 or More Rings; D007659:Ketones; D011804:Quinolines; C400280:norzoanthamine; C016327:cyclopentanol