title: Biogenetically inspired total syntheses of Lycopodium alkaloids, (+)-flabellidine and (-)-lycodine.
abstract: The first asymmetric total synthesis of (+)-flabellidine (2) and the shortest total synthesis of (-)-lycodine (3) were accomplished by a strategy featuring the one-pot construction of a tetracyclic lycodine skeleton from a linear precursor, which was inspired by the biosynthetic consideration of Lycopodium alkaloids.
authors.affiliation: Graduate School of Pharmaceutical Sciences, Chiba University , 1-8-1 Inohana, Chuo-ku, Chiba 260-8675, Japan.
authors.forename: Masayuki
authors.initials: M
authors.lastname: Azuma
authors.forename: Tetsuya
authors.initials: T
authors.lastname: Yoshikawa
authors.forename: Noriyuki
authors.initials: N
authors.lastname: Kogure
authors.forename: Mariko
authors.initials: M
authors.lastname: Kitajima
authors.forename: Hiromitsu
authors.initials: H
authors.lastname: Takayama
mesh_terms: D000470:Alkaloids / Q000138:chemical synthesis* / Q000737:chemistry; D053898:Biosynthetic Pathways; D006576:Heterocyclic Compounds, 4 or More Rings / Q000138:chemical synthesis* / Q000737:chemistry; D032502:Lycopodium / Q000737:chemistry*; D008958:Models, Molecular; D008968:Molecular Conformation; D013237:Stereoisomerism
chemical_list: D000470:Alkaloids; D006576:Heterocyclic Compounds, 4 or More Rings; C585001:lycodine