Total Synthesis of Hinckdentine A
| Autor: | Sang Eun Lee, Cheol Hong Cheon, Jiye Jeon |
|---|---|
| Rok vydání: | 2021 |
| Předmět: |
chemistry.chemical_classification
2019-20 coronavirus outbreak Aldimine Natural product Bromine 010405 organic chemistry Stereochemistry Severe acute respiratory syndrome coronavirus 2 (SARS-CoV-2) Organic Chemistry Carbon skeleton Total synthesis chemistry.chemical_element 010402 general chemistry 01 natural sciences Biochemistry 0104 chemical sciences chemistry.chemical_compound chemistry Physical and Theoretical Chemistry Derivative (chemistry) |
| Zdroj: | Organic letters. 23(6) |
| ISSN: | 1523-7052 |
| Popis: | The total synthesis of (±)-hinckdentine A is described herein. A cyanide-catalyzed imino-Stetter reaction of the aldimine derived from ethyl 2-amino-3,5-dibromocinnamate and 5-bromo-2-nitrobenzaldehyde followed by oxidative rearrangement afforded a 2,2-disubstituted 3-indolinone derivative containing the carbon skeleton and all of the functional groups present in the natural product correctly positioned, including three bromine atoms. Subsequent D-ring formation and seven-membered C-ring construction completed the total synthesis of hinckdentine A. |
| Databáze: | OpenAIRE |
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