Retro-biosynthetic construction of corynanthe alkaloid skeletons from rhynchophylline alkaloids
By:Tong, Xiaogang;Shi, Bingfei;Liu, Qian;Huo, Yanman;Xia, Chengfeng
Organic & biomolecular chemistry
DOI:10.1039/c9ob01740b
Published:2019-Aug-21(Epub 2019 Aug 21)
Document Type:Journal Article
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.
Addresses:Key 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.
