Diastereo- and Enantioselective Organocatalytic Synthesis of Spirocyclopropyl Pyrazolones
[EN] A diastereo- and enantioselective synthesis of spirocyclopropylpyrazolones has been described through a Michael/alkylation cascade reaction of 4-arylidenepyrazol-5-ones with diethyl 2-bromomalonate catalyzed by (DHQ)(2)AQN. The reaction afforded selectively the corresponding spirocyclic compoun...
| Autores: | , , , , |
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| Tipo de recurso: | artículo |
| Fecha de publicación: | 2024 |
| País: | España |
| Institución: | Universitat Politècnica de València (UPV) |
| Repositorio: | RiuNet. Repositorio Institucional de la Universitat Politécnica de Valéncia |
| Idioma: | inglés |
| OAI Identifier: | oai:riunet.upv.es:10251/220278 |
| Acceso en línea: | https://riunet.upv.es/handle/10251/220278 |
| Access Level: | acceso abierto |
| Palabra clave: | Spirocyclic compounds Pyrazolones Cyclopropanes Organocatalysis Asymmetric synthesis |
| Sumario: | [EN] A diastereo- and enantioselective synthesis of spirocyclopropylpyrazolones has been described through a Michael/alkylation cascade reaction of 4-arylidenepyrazol-5-ones with diethyl 2-bromomalonate catalyzed by (DHQ)(2)AQN. The reaction afforded selectively the corresponding spirocyclic compounds with 30-83% yield, diastereoselectivities ranging from 60:40 to >95:5 and 26-93% enantiomeric excess under mild reaction conditions. Moreover, we performed two selective transformations with the corresponding chiral compounds. |
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