Asymmetric total syntheses of cyclic nitrone-containing phlegmarine-type Lycopodium alkaloids, lycoposerramines-X and -Z.
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.
Tanaka
Tomoyuki
T
Graduate School of Pharmaceutical Sciences, Chiba University, 1-33 Yayoi-cho, Inage-ku, Chiba 263-8522, Japan.
Kogure
Noriyuki
N
Kitajima
Mariko
M
Takayama
Hiromitsu
H
D003497:Cyclic N-Oxides / Q000138:chemical synthesis* / Q000737:chemistry; D008968:Molecular Conformation; D009589:Nitrogen Oxides / Q000737:chemistry*; D013237:Stereoisomerism
D003497:Cyclic N-Oxides; D009589:Nitrogen Oxides; C546488:lycoposerramine-X; C546489:lycoposerramine-Z; C015388:nitrones