The total syntheses of tabernanthine and ibogaline were enabled by application of a thermal coupling of nosyl aziridine and indoles in eight steps each, 10 and 14 % yield respectively. A Friedel-Crafts type macrocyclization facilitated key C−C bond formation. Regio- and diastereoselective hydroboration-oxidation of the resultant macrocyclic alkene enabled C−N bond formation and furnished the completed isoquinuclidine ring system.

中文翻译：

---

Tabernanthin 和 Ibogaline 的全合成：快速获得对硝基色胺


通过应用对诺磺基氮丙啶和吲哚的热耦合，各八步即可实现塔博南汀和伊博甘氨酸的全合成，产率分别为 10% 和 14%。 Friedel-Crafts 型大​​环化促进了关键的 C−C 键形成。所得大环烯烃的区域和非对映选择性硼氢化-氧化能够形成CN键并提供完整的异奎宁环系统。