4.5 Article

The Akuammiline Alkaloids; Origin and Synthesis

Journal

SYNTHESIS-STUTTGART
Volume 45, Issue 20, Pages 2813-2823

Publisher

GEORG THIEME VERLAG KG
DOI: 10.1055/s-0033-1339711

Keywords

alkaloids; biosynthesis; indoles; natural products; polycycles

Funding

  1. Fonds der Chemischen Industrie (FCI) through a Liebigstipendium
  2. Alexander von Humboldt Stiftung

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Due to their structural diversity, elegant polycyclic molecular architecture, and biological activity, the indole alkaloids have been investigated by organic chemists over the last century. The first akuammiline alkaloid, echitamine, was isolated in 1875 and first described in 1880. Owing to the exceptional structure of akuammiline alkaloids, it was not until 125 years later that the first successful total synthesis was accomplished. This review will give an overview of this class of alkaloids, pinpointing its structural characteristics and showcasing the completed total syntheses. Furthermore, an overview of the structural diversity is given.

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