Total Synthesis of Notoamides F, I, and R and Sclerotiamide

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• 作者：Benxiang Zhang ; Dr. Weifeng Zheng ; Dr. Xiaoqing Wang ; Dr. Deqian Sun and Prof. Dr. Chaozhong Li
• 刊名：Angewandte Chemie
• 出版年：2016
• 出版时间：August 22, 2016
• 年：2016
• 卷：128
• 期：35
• 页码：10591-10594
• 全文大小：724K
• ISSN：1521-3757

文摘

The total synthesis of the natural indole alkaloids (+)-notoamide F, I, and R and (−)-sclerotiamide is described. The four heptacyclic compounds were synthesized in 10–12 steps in a convergent and highly stereoselective manner from the readily available Seebach acetal. Key steps of the synthesis include a stereoselective oxidative aza-Prins cyclization to construct the bicyclo[2.2.2]diazaoctane, and a cobalt-catalyzed radical cycloisomerization to create the cyclohexenyl ring.