Asymmetric total syntheses of two phlegmarine-type alkaloids, lycoposerramines-V and -W, newly isolated from Lycopodium serratum.

Asymmetric total syntheses of two phlegmarine-type alkaloids, lycoposerramines-V and -W, newly isolated from Lycopodium serratum.
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DOI:
10.1021/ol701871v
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发表时间:
2007-09
期刊:
影响因子:
5.2
通讯作者:
Takahide Shigeyama;K. Katakawa;N. Kogure;M. Kitajima;H. Takayama
Takahide Shigeyama;K. Katakawa;N. Kogure;M. Kitajima;H. Takayama
中科院分区:
化学1区
文献类型:
--
作者:
Takahide Shigeyama;K. Katakawa;N. Kogure;M. Kitajima;H. Takayama

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从齿叶石松中分离得到两个新的石松碱类生物碱,石松碱-V和石松碱-W,并通过不对称全合成方法确定了它们的结构和绝对构型,其中包括Johnson-Claisen重排、不对称烯丙基化和关环复分解(RCM)或SmI(2)介导的立体选择性哌啶环的构建。
Two new Phlegmarine-type alkaloids, lycoposerramines-V and -W, were isolated from Lycopodium serratum, and their structures including the absolute configuration were established by asymmetric total synthesis involving such key steps as Johnson-Claisen rearrangement, asymmetric allylation, and ring-closing metathesis (RCM)- or SmI(2)-mediated stereoselective piperidine ring construction.