通过脱羧 Giese 偶联仿生全合成麦角生物碱。
Biomimetic Total Syntheses of Ergot Alkaloids via Decarboxylative Giese Coupling.
机构信息
School of Chemistry and Chemical Engineering, Southeast University, Nanjing 211189, People's Republic of China.
Shanghai Key Laboratory for Molecular Engineering of Chiral Drugs, School of Chemistry and Chemical Engineering, Shanghai Jiao Tong University, 800 Dongchuan Road, Shanghai 200240, People's Republic of China.
出版信息
Org Lett. 2021 Jan 15;23(2):370-375. doi: 10.1021/acs.orglett.0c03867. Epub 2020 Dec 23.
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 S2 reaction.
通过连续的自由基偶联，实现了 Festuclavine 和 Pyroclavine 的仿生全合成。关键步骤包括分子内脱羧 Giese 反应形成中心 C 环和 4-硝基苯磺酰基（Ns）导向吲哚 C4-H 烯烃化，引入吲哚 C4 部分。此外，通过脱羧烯丙基化和分子内 S2 反应完成 D 环的形成。
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