title: Asymmetric total syntheses of cyclic nitrone-containing phlegmarine-type Lycopodium alkaloids, lycoposerramines-X and -Z.
abstract: The total syntheses of cyclic nitrone-containing phlegmarine-type Lycopodium alkaloids, lycoposerramines-X and -Z, were accomplished starting from (R)-3-methylcyclohexanone via Pd-catalyzed Suzuki-Miyaura coupling, Johnson-Claisen rearrangement, stereoselective hydroboration-oxidation reaction, and Mitsunobu reaction, thereby establishing the structures including the absolute configuration.
authors.affiliation: Graduate School of Pharmaceutical Sciences, Chiba University, 1-33 Yayoi-cho, Inage-ku, Chiba 263-8522, Japan.
authors.forename: Tomoyuki
authors.initials: T
authors.lastname: Tanaka
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: D003497:Cyclic N-Oxides / Q000138:chemical synthesis* / Q000737:chemistry; D008968:Molecular Conformation; D009589:Nitrogen Oxides / Q000737:chemistry*; D013237:Stereoisomerism
chemical_list: D003497:Cyclic N-Oxides; D009589:Nitrogen Oxides; C546488:lycoposerramine-X; C546489:lycoposerramine-Z; C015388:nitrones