Total Synthesis of Notoamides F, I, and R and Sclerotiamide
Benxiang Zhang
Key Laboratory of Organofluorine Chemistry and Collaborative Innovation Center of Chemistry for Life Sciences, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 345 Lingling Road, Shanghai, 200032 P.R. China
These authors contributed equally.
Search for more papers by this authorDr. Weifeng Zheng
Key Laboratory of Organofluorine Chemistry and Collaborative Innovation Center of Chemistry for Life Sciences, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 345 Lingling Road, Shanghai, 200032 P.R. China
These authors contributed equally.
Search for more papers by this authorDr. Xiaoqing Wang
Key Laboratory of Organofluorine Chemistry and Collaborative Innovation Center of Chemistry for Life Sciences, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 345 Lingling Road, Shanghai, 200032 P.R. China
Search for more papers by this authorCorresponding Author
Dr. Deqian Sun
Key Laboratory of Organofluorine Chemistry and Collaborative Innovation Center of Chemistry for Life Sciences, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 345 Lingling Road, Shanghai, 200032 P.R. China
Search for more papers by this authorCorresponding Author
Prof. Dr. Chaozhong Li
Key Laboratory of Organofluorine Chemistry and Collaborative Innovation Center of Chemistry for Life Sciences, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 345 Lingling Road, Shanghai, 200032 P.R. China
School of Chemical Engineering, Ningbo University of Technology, 89 Cuibai Road, Ningbo, 315016 P.R. China
Search for more papers by this authorBenxiang Zhang
Key Laboratory of Organofluorine Chemistry and Collaborative Innovation Center of Chemistry for Life Sciences, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 345 Lingling Road, Shanghai, 200032 P.R. China
These authors contributed equally.
Search for more papers by this authorDr. Weifeng Zheng
Key Laboratory of Organofluorine Chemistry and Collaborative Innovation Center of Chemistry for Life Sciences, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 345 Lingling Road, Shanghai, 200032 P.R. China
These authors contributed equally.
Search for more papers by this authorDr. Xiaoqing Wang
Key Laboratory of Organofluorine Chemistry and Collaborative Innovation Center of Chemistry for Life Sciences, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 345 Lingling Road, Shanghai, 200032 P.R. China
Search for more papers by this authorCorresponding Author
Dr. Deqian Sun
Key Laboratory of Organofluorine Chemistry and Collaborative Innovation Center of Chemistry for Life Sciences, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 345 Lingling Road, Shanghai, 200032 P.R. China
Search for more papers by this authorCorresponding Author
Prof. Dr. Chaozhong Li
Key Laboratory of Organofluorine Chemistry and Collaborative Innovation Center of Chemistry for Life Sciences, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 345 Lingling Road, Shanghai, 200032 P.R. China
School of Chemical Engineering, Ningbo University of Technology, 89 Cuibai Road, Ningbo, 315016 P.R. China
Search for more papers by this authorAbstract
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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