Total Synthesis of Leucosceptroids A and B |
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| Authors: | Sheng Guo Jie Liu Prof. Dr. Dawei Ma |
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| Affiliation: | State Key Laboratory of Bioorganic & Natural Products Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 354 Fenglin Lu, Shanghai 200032 (China) |
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| Abstract: | Leucosceptroids A and B are sesterterpenoids with potent antifeedant and antifungal activities. A more efficient gram‐scale total synthesis of leucosceptroid B and the first total synthesis of leucosceptroid A are presented. The key transformations include an aldol reaction between a substituted dihydrofuranone and an (S)‐citronellal‐derived aldehyde, a SmI2‐mediated intramolecular ketyl–olefin radical cyclization, and final‐stage alcohol oxidation. |
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| Keywords: | aldol reaction cyclization natural products sesterterpenoids total synthesis |
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