Total Syntheses of (−)‐Huperzine Q and (+)‐Lycopladines B and C |
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| Authors: | Benke Hong Houhua Li Jinbao Wu Jing Zhang Prof. Dr. Xiaoguang Lei |
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| Affiliation: | 1. School of Pharmaceutical Science and Technology, Tianjin University, Tianjin 300072 (China);2. National Institute of Biological Sciences (NIBS), Beijing 102206 (China);3. Beijing National Laboratory for Molecular Sciences, Key Laboratory of Bioorganic Chemistry and Molecular Engineering of Ministry of Education, Department of Chemical Biology, College of Chemistry and Molecular Engineering, Synthetic and Functional Biomolecules Center, and Peking–Tsinghua Center for Life Sciences, Peking University, Beijing 100871 (China) http://www.chem.pku.edu.cn/leigroup/ |
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| Abstract: | Utilizing a late‐stage enamine bromofunctionalization strategy, the twelve‐step total synthesis of (?)‐huperzine Q was accomplished. Furthermore, the first total syntheses of (+)‐lycopladines B and C are described. An unprecedented X‐ray crystal structure of an unusual epoxyamine intermediate is also reported, and the synthetic application of this intermediate in natural product synthesis is demonstrated. |
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| Keywords: | alkaloids epoxyamines metathesis natural products total synthesis |
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