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学科主题: 天然产物有机化学
题名: Divergent Total Synthesis of the Lycopodium Alkaloids Huperzine A, Huperzine B, and Huperzine U
其他题名: 石松类生物碱石杉碱甲、石杉碱乙和石杉碱U的发散式全合成
作者: Ding R(丁瑞); Fu JG(付建国); Xu GQ(徐广强); Sun BF(孙炳峰); Lin GQ(林国强)
通讯作者: 孙炳峰 ; 林国强
刊名: J. Org. Chem.
发表日期: 2014
DOI: 10.1021/jo402419h
卷: 79, 期:1, 页:240-250
收录类别: SCI
英文摘要: Huperzine A, huperzine B, and huperzine U are congeners isolated from the Chinese herb Huperzia serrata (=Lycopodium serratum) in minuscule amounts. The most efficient total synthesis of huperzine A, the first asymmetric total. syntheses of huperzine B, and the first total synthesis of huperzine U have been achieved efficiently in overall yields of 17%, 10%, and 9%, respectively, each spanning 10-13 steps from (R)-pulegone. The featured steps include palladium-catalyzed Buchwald-Hartwig coupling and Heck cyclization reactions and an Ir-catalyzed olefin isomerization reaction. This work has established the absolute configurations of huperzine B and huperzine U and revealed that natural huperzine A, huperzine B, and huperzine U possess the same set of absolute stereochemistries, thus providing support for the potential role of huperzine B and huperzine U in the biosynthesis of huperzine A.
语种: 英语
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内容类型: 期刊论文
URI标识: http://ir.sioc.ac.cn/handle/331003/38967
Appears in Collections:中科院天然产物有机化学重点实验室_期刊论文

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作者单位: 中国科学院上海有机化学研究所, 天然产物有机合成化学重点实验室

Recommended Citation:
Ding R,Fu JG,Xu GQ,et al. Divergent Total Synthesis of the Lycopodium Alkaloids Huperzine A, Huperzine B, and Huperzine U[J]. J. Org. Chem.,2014,79(1):240-250.
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