Formal Synthesis of (±)-Cycloclavine

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• 作者：Wei Wang ; Jia-Tian Lu ; Hao-Li Zhang ; Zi-Fa Shi ; Jing Wen ; Xiao-Ping Cao
• 刊名：Journal of Organic Chemistry
• 出版年：2014
• 出版时间：January 3, 2014
• 年：2014
• 卷：79
• 期：1
• 页码：122-127
• 全文大小：318K
• ISSN：1520-6904

文摘

An efficient formal synthesis of (卤)-cycloclavine is achieved in seven steps and 27% overall yield from the known 2-(4-bromo-1-tosyl-1H-indol-3-yl)acetaldehyde. Key features include an iron(III)-catalyzed aza-Cope鈥揗annich cyclization and an intramolecular Heck reaction or a self-terminating 6-exo-trig aryl radical鈥揳lkene cyclization.