Synthesis of Atisine,Ajaconine, Denudatine,and Hetidine Diterpenoid Alkaloids by a Bioinspired Approach |
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| Authors: | Xiao‐Huan Li Min Zhu Zhi‐Xiu Wang Dr Xiao‐Yu Liu Dr Hao Song Dr Dan Zhang Prof Feng‐Peng Wang Prof Yong Qin |
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| Affiliation: | Key Laboratory of Drug Targeting and Drug Delivery Systems of the Ministry of Education, West China School of Pharmacy and State Key Laboratory of Biotherapy, Sichuan University, Chengdu, P.R. China |
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| Abstract: | A unified approach to four different (atisine, ajaconine, denudatine, and hetidine) diterpenoid alkaloid skeletons was developed and applied to the total synthesis of the natural products dihydroajaconine ( 2 , atisine type) and gymnandine ( 4 , denudatine type). The synthesis features a biogenetically inspired strategy that relies on C?H oxidation, aza‐pinacol coupling, and aza‐Prins cyclization as key steps. |
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| Keywords: | alkaloids biomimetic synthesis cyclization terpenoids total synthesis |
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