Divergent Total Synthesis of the Lycopodium Alkaloids Huperzine A, Huperzine B, and Huperzine U
文献类型:期刊论文
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) |
刊名 | J. Org. Chem.
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出版日期 | 2014 |
卷号 | 79期号:1页码:240-250 |
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 |
通讯作者 | 孙炳峰 ; 林国强 |
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. |
学科主题 | 天然产物有机化学 |
收录类别 | SCI |
原文出处 | http://dx.doi.org/10.1021/jo402419h |
语种 | 英语 |
源URL | [http://ir.sioc.ac.cn/handle/331003/38967] ![]() |
专题 | 上海有机化学研究所_中科院天然产物有机化学重点实验室 |
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 |
推荐引用方式 GB/T 7714 | 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. |
APA | 丁瑞,付建国,徐广强,孙炳峰,&林国强.(2014).Divergent Total Synthesis of the Lycopodium Alkaloids Huperzine A, Huperzine B, and Huperzine U.J. Org. Chem.,79(1),240-250. |
MLA | 丁瑞,et al."Divergent Total Synthesis of the Lycopodium Alkaloids Huperzine A, Huperzine B, and Huperzine U".J. Org. Chem. 79.1(2014):240-250. |
入库方式: OAI收割
来源:上海有机化学研究所
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