Total Synthesis of Iheyamine A via the Cyanide-Catalyzed Imino-Stetter Reaction
| Autor: | Hyung Joo Kim, Jiye Jeon, Cheol Hong Cheon |
|---|---|
| Rok vydání: | 2020 |
| Předmět: |
chemistry.chemical_classification
Acid derivative Aldimine 010405 organic chemistry Cyanide Organic Chemistry Total synthesis Stetter reaction 010402 general chemistry Ring (chemistry) 01 natural sciences Medicinal chemistry 0104 chemical sciences Catalysis chemistry.chemical_compound chemistry Azepine |
| Zdroj: | The Journal of Organic Chemistry. 85:8149-8156 |
| ISSN: | 1520-6904 0022-3263 |
| DOI: | 10.1021/acs.joc.0c01051 |
| Popis: | The total synthesis of iheyamine A from readily available ethyl 2-aminocinnamate and 5-methoxyindole-2-carboxaldehyde is described. The cyanide-catalyzed imino-Stetter reaction of an aldimine derived from ethyl 2-aminocinnamate and 5-methoxyindole-2-carboxaldehyde provided the desired unsymmetrical 2,2'-bisindole-3-acetic acid derivative. The subsequent introduction of an amino group at the C-3' position, followed by the formation of the azepine ring, completed the total synthesis of iheyamine A. |
| Databáze: | OpenAIRE |
| Externí odkaz: |
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