Total Synthesis of (±)‐Clavilactones A,B, and Proposed D through Iron‐Catalyzed Carbonylation–Peroxidation of Olefin |
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Authors: | Leiyang Lv Prof. Dr. Baojian Shen Prof. Dr. Zhiping Li |
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Affiliation: | 1. Department of Chemistry, Renmin University of China, Beijing 100872 (China) http://chem.ruc.edu.cn/ligroup/index.html;2. State Key Laboratory of Heavy Oil Processing, China University of Petroleum, Beijing 102249 (China) |
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Abstract: | Biologically significant clavilactones A, B, and the previously proposed D have been synthesized through iron‐catalyzed carbonylation–peroxidation of a 1,5‐diene. Three steps from aldehydes, alkenes, and tert‐butylhydroperoxide build up α,β‐epoxy‐γ‐butyrolactone skeleton as a key building block for synthesis of clavilactone family and its derivatives. Based on our results, the structure of the proposed clavilactone D is not correct and requires revision. |
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Keywords: | carbonylation– peroxidation clavilactone epoxides iron catalysis natural product synthesis |
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