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Updated: Jul 12, 2026

Preparation of Stable Bicyclic Aziridinium Ions and Their Ring-Opening for the Synthesis of Azaheterocycles
Published on: August 22, 2018
The golden decade of eburnamine-vincamine alkaloid synthesis: 2015 to present
Huijing Wang1, Jiayi Mu1, Yangyang Zhong1
1Sichuan Research Center for Drug Precision Industrial Technology, West China School of Pharmacy, Sichuan University, Chengdu 610041, China. peitang@scu.edu.cn.
Abstract:
Covering: 2015 to 2026Eburnamine-vincamine alkaloids are unique monoterpenoid indole alkaloids with unprecedented structures and notable biological properties. Four eburnamine-vincamine alkaloids, namely vincamine, vinburnine, brovincamine, and vinpocetine have been approved for clinical treatment. In addition, numerous bioactive derivatives have been used in clinical trials. Since 2015, several synthetic strategies, particularly asymmetric approaches, have emerged to achieve significant progress in the total synthesis of eburnamine-vincamine alkaloids. The main synthetic challenge posed by their structures is the construction of the rigid polycyclic skeleton and installation of the C20/C21 (or C3/C14) contiguous stereocenters. These total synthesis endeavors are considered highly desirable and could fuel advances in medicinal chemistry of eburnamine-vincamine. In this review, recent reports (mainly from 2015 to 2026) on the total synthesis of eburnamine-vincamine natural products and their derivatives (eburnane-vincane, tacaman, schizozygane, and bisindole groups) are reported and discussed.
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