Construction of 8-Azabicyclo[3.2.1]octanes via Sequential DDQ-Mediated Oxidative Mannich Reactions of N-Aryl Pyrrolidines
| Autor: | Seung Young Jung, Yong Seo Cho, Sun-Joon Min, Jae Kyun Lee, Hanbyeol Jo, Ahmed H.E. Hassan |
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| Rok vydání: | 2018 |
| Předmět: |
chemistry.chemical_classification
010405 organic chemistry Aryl Organic Chemistry Intermolecular force Enantioselective synthesis Silyl enol ether Oxidative phosphorylation 010402 general chemistry 01 natural sciences Biochemistry Medicinal chemistry Coupling reaction 0104 chemical sciences chemistry.chemical_compound chemistry Intramolecular force Enol ether Physical and Theoretical Chemistry |
| Zdroj: | Organic Letters. 20:1175-1178 |
| ISSN: | 1523-7052 1523-7060 |
| Popis: | A concise synthesis of 8-azabicyclo[3.2.1]octanes via sequential oxidative Mannich reactions is described. This approach involves an intermolecular oxidative Mannich coupling reaction between N-aryl pyrrolidines with TMS enol ether and a subsequent intramolecular oxidative Mannich cyclization of the corresponding silyl enol ether. DDQ is used as a key oxidant for both reactions. |
| Databáze: | OpenAIRE |
| Externí odkaz: |
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