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Retro-biosynthetic construction of corynanthe alkaloid skeletons from rhynchophylline alkaloids
Xiaogang Tong1, Bingfei Shi1, Qian Liu1
1Key Laboratory of Medicinal Chemistry for Natural Resource (Ministry of Education and Yunnan Province), School of Chemical Science and Technology, Yunnan University, Kunming 650091, China. xiacf@ynu.edu.cn.
Abstract:
Rhynchophylline alkaloids are bio-synthesized from corynanthe alkaloids via an oxidative rearrangement. We demonstrate here that corynanthe alkaloids could be generated from rhynchophylline alkaloids in a retro-biosynthetic manner via a Wagner-Meerwein rearrangement. A series of corynanthe analogues were afforded with good functional group tolerance and satisfactory yields.
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