One-step synthesis of Lycopodium alkaloid (-)-huperzine W via Suzuki-Miyaura coupling

One-step synthesis of Lycopodium alkaloid (-)-huperzine W via Suzuki-Miyaura coupling
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DOI:
10.1007/s13659-012-0084-2
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发表时间:
2012-12-14
影响因子:
4.7
通讯作者:
Yang YR
Yang YR
中科院分区:
化学4区
文献类型:
--
作者:
Xu T;Jiang SZ;Luo HR;Yang YR

文献摘要

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首次合成了(−)-石杉碱W(1)。该合成的关键是利用手性碘化物2和2-烯丙基吡咯烷酮4之间的高效Suzuki-Miyaura偶联反应,使目标分子的双环系统高度聚合。并对合成石杉碱W的AchE抑制作用进行了评价。本文的补充材料在10.1007/s13659-012-0084-2,授权用户可以访问。
The first total synthesis of (−)-huperzine W (1) has been achieved. Key element of the synthesis is a highly convergent assemblage for the two rings system of target molecule utilizing an efficient Suzuki-Miyaura coupling reaction between chiral iodide 2 and 2-allylpyrrolidinone 4. Evaluation of the AchE inhibition of synthetic huperzine W was also carried out. Supplementary material is available for this article at 10.1007/s13659-012-0084-2 and is accessible for authorized users.