Biomimetic Total Syntheses of Ergot Alkaloids via Decarboxylative Giese Coupling
Biomimetic Total Syntheses of Ergot Alkaloids via Decarboxylative Giese Coupling
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DOI：
10.1021/acs.orglett.0c03867
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发表时间：
2021-01-15
期刊：
影响因子：
5.2
通讯作者：
Chen, Gang
中科院分区：
文献类型：
--
作者：
Ge, Yuhua;Wang, Hang;Chen, Gang
通过连续的自由基偶联，实现了非斯图拉文和Pyroclavine的仿生全合成。关键步骤包括分子内脱羧反应形成中心C环和4-硝基苯磺酰（Ns）导向的吲哚C4- h烯烃引入吲哚C4组分。另外，d环的形成是通过脱羧烷基化和分子内S(N)2反应完成的。
Biomimetic total syntheses of Festuclavine and Pyroclavine were achieved by a sequential radical coupling. The key steps include intramolecular decarboxylative Giese reaction to form the central C ring and 4-nitrobenzenesulfonyl (Ns)-directed indole C4-H olefination to introduce the indole C4 component. In addition, D-ring formation was completed by decarboxylative alkenylation and intramolecular S(N)2 reaction.