Graduate School of Pharmaceutical Sciences, Chiba University, 1-33 Yayoi-cho, Inage-ku, Chiba 263-8522, Japan.
J Org Chem. 2009 Nov 20;74(22):8675-80. doi: 10.1021/jo9018182.
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.
通过钯催化的 Suzuki-Miyaura 偶联、Johnson-Claisen 重排、立体选择性硼氢化-氧化反应和 Mitsunobu 反应，从（R）-3-甲基环己酮出发，完成了含环状亚硝酮的石松型石松生物碱，Lycoperserramines-X 和 -Z 的全合成，从而确定了包括绝对构型在内的结构。
