Diels–Alder/Oxidative Aromatization Approach towards the All‐Carbon DEF Tricyclic Skeleton of Daphenylline |
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| Authors: | Huilin Li Yangcheng Qiu Changgui Zhao Ziyun Yuan Dr. Xingang Xie Prof. Dr. Xuegong She |
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| Affiliation: | 1. State Key Laboratory of Applied Organic Chemistry, Department of Chemistry, Lanzhou University, 222 South Tianshui Road, Lanzhou, 730000 (P. R. China), Fax:(+86)?931‐8912582;2. State Key Laboratory of Oxo Synthesis and Selective Oxidation, Lanzhou Institute of Chemical Physics, Chinese Academy of Sciences, Lanzhou, Gansu, 730000 (P. R. China) |
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| Abstract: | Daphenylline is a recently isolated Daphniphyllum alkaloid with an unprecedented novel hexacyclic scaffold. In this study, the synthesis of the fused all‐carbon DEF tricyclic skeleton of daphenylline has been accomplished. Key steps of the reported sequence involve Evans asymmetric allylation, aldol condensation, Diels–Alder reaction, and oxidative aromatization reactions. The developed strategy might lead to the total synthesis of daphenylline. |
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| Keywords: | alkaloids aromatization daphenylline Diels– Alder natural products |
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