Bioinspired Collective Syntheses of Iboga-Type Indole Alkaloids.
Gaoyuan Zhao, Xingang Xie, Haiyu Sun, Ziyun Yuan, Zhuliang Zhong, Shouchu Tang, Xuegong She
Organic Letters May 20, 2016 DOI: 10.1021/acs.orglett.6b00989 (opens in new tab) via PubMed
Summary
AI-generated from the abstractA bioinspired collective synthesis strategy enabled the total syntheses of seven iboga-type indole alkaloids: tabertinggine, ibogamine, ibogaine, ibogaine hydroxyindolenine, 3-oxoibogaine hydroxyindolenine, iboluteine, and ervaoffines D. Tabertinggine and its congeners act as precursors for biomimetic transformations into other iboga-type alkaloids.
Study at a glance
| Characteristics | Theoretical or philosophical paper Peer reviewed |
|---|---|
| Topics | Ibogaine |
| Keywords | Bioinspired synthesis Biomimetic synthesis Collective synthesis Chemical synthesis Organic synthesis |
| Citations | 64 |
| Key finding | Proposes that a bioinspired collective synthesis strategy can produce seven iboga-type indole alkaloids, with tabertinggine serving as a precursor for further biomimetic transformations. |
Abstract
We present the application of a bioinspired collective synthesis strategy in the total syntheses of seven iboga-type indole alkaloids: (±)-tabertinggine, (±)-ibogamine, (±)-ibogaine, (±)-ibogaine hydroxyindolenine, (±)-3-oxoibogaine hydroxyindolenine, (±)-iboluteine, and (±)-ervaoffines D. In particular, tabertinggine and its congeners serve as iboga precursors for the subsequent biomimetic transformations into other iboga-type alkaloids.