ArticleOrganic letters2023
Gram-Scale Total Synthesis of (±)-Ibogamine.
Article in Organic letters, 2023. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 6 papers.
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Who cites it
6 citing papers in PubMed.
- Discovery of Iboga-Derived Ligands for the Sigma‑2 Receptor.ACS bio & med chem Au · 2025Article
- Efficient and modular synthesis of ibogaine and related alkaloids.Nature chemistry · 2025Article
- Disrupting Substance Use Disorder: The Chemistry of Iboga Alkaloids.European journal of organic chemistry · 2024Article
- Total Synthesis of Tabernanthine and Ibogaline: Rapid Access to Nosyl Tryptamines.European journal of organic chemistry · 2024Article
- Total Synthesis of Ervaoffine J and K.Chemistry (Weinheim an der Bergstrasse, Germany) · 2024Article
- Oxidative Construction of Unusual Indole-Derived Intermediates en Route to Conodusine A.Tetrahedron letters · 2024Article
Corrections and comments
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Authors and funding
2 authors.
Funding
Abstract
We describe the gram-scale total synthesis of (±)-ibogamine in nine steps and 24% overall yield. The approach features a Mitsunobu fragment coupling and macrocyclic Friedel-Crafts alkylation to establish the nitrogen-containing core of ibogamine. A regio- and diastereoselective hydroboration allows for simultaneous formation of the tetrahydroazepine and isoquinuclidine ring systems via sulfonamide deprotection and concomitant intramolecular cyclization.
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Registered trials
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