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Retro-biosynthetic construction of corynanthe alkaloid skeletons from rhynchophylline alkaloids†
Xiaogang Tong,Bingfei Shi,Qian Liu,Yanman Huo,Chengfeng Xia
Organic & Biomolecular Chemistry Pub Date : 08/14/2019 00:00:00 , DOI:10.1039/C9OB01740B
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.

Graphical abstract: Retro-biosynthetic construction of corynanthe alkaloid skeletons from rhynchophylline alkaloids
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