Total Synthesis of Notoamides F,I, and R and Sclerotiamide |
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| Authors: | Dr. Xiaoqing Wang Dr. Deqian Sun Prof. Dr. Chaozhong Li |
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| Affiliation: | 1. Key Laboratory of Organofluorine Chemistry and Collaborative Innovation Center of Chemistry for Life Sciences, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, Shanghai, P.R. China;2. School of Chemical Engineering, Ningbo University of Technology, Ningbo, P.R. China |
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| Abstract: | 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. |
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| Keywords: | cyclization indole alkaloids natural products radicals total synthesis |
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