ArticleChemistry (Weinheim an der Bergstrasse, Germany)2024
Total Synthesis of Ervaoffine J and K.
Article in Chemistry (Weinheim an der Bergstrasse, Germany), 2024. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 4 papers.
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4 citing papers in PubMed, 5 citations in OpenAlex.
- Formation of Heteropolycyclic Frameworks via the Dearomatization of a Dihapto-Coordinated Anisole.Organometallics · 2025Article
- Discovery of Iboga-Derived Ligands for the Sigma‑2 Receptor.ACS bio & med chem Au · 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
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Authors and funding
2 authors at 1 institution in 1 country.
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Abstract
Herein, we describe the total synthesis of ervaoffine J & K from a central intermediate. Ervaoffine J was synthesized in eight steps in 14 % yield. Our strategy features an aerobic Winterfeldt oxidation to introduce the 4-quinolone moiety. Ervaoffine K was produced in ten steps and 10 % yield. The synthesis leveraged (bromodifluoromethyl)-trimethylsilane to induce a regioselective von Braun-type C-N bond fragmentation. This C-N bond cleavage unveiled the tetrasubstituted all-syn cyclohexane core of ervaoffine K and enabled the completion of its synthesis.
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