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Development of Heterogeneous Enantioselective Catalysts using Chiral Metal-Organic Frameworks MOFs
Published on: January 17, 2020
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Un catalizador de selenio electrofílico quiral para la ciclización oxidativa altamente enantioselectiva
Yu Kawamata1, Takuya Hashimoto1, Keiji Maruoka1
1Department of Chemistry, Graduate School of Science, Kyoto University , Sakyo, Kyoto 606-8502, Japan.
Journal of the American Chemical Society
|April 12, 2016
Resumen
Este estudio introduce un nuevo catalizador quiral de selenio para las transformaciones asimétricas de alquenos. El nuevo catalizador permite la síntesis altamente enantioselectiva de valiosos γ-butenolidos enriquecidos con enantioles a partir de precursores simples.
Área de la Ciencia:
- Química orgánica
- Catálisis asimétrica
- Química del organoselenio
Sus antecedentes:
- Los catalizadores de selenio electrofílicos quirales son cruciales para las transformaciones asimétricas de alqueno.
- El desarrollo de reacciones altamente enantioselectivas con un amplio alcance de sustrato sigue siendo un desafío.
Objetivo del estudio:
- Desarrollar un nuevo catalizador quiral de selenio electrófilo para transformaciones asimétricas.
- Para lograr una alta enantioselectividad y un amplio alcance de sustrato en la síntesis de γ-butenolides.
Principales métodos:
- Síntesis de un nuevo catalizador basado en un andamio rígido de indanol de indanona disponible en el mercado.
- Aplicación del catalizador en la transformación asimétrica de ácidos carboxílicos β,γ insaturados.
Principales resultados:
- El catalizador desarrollado permite la primera reacción altamente enantioselectiva exitosa de este tipo.
- La reacción prosigue eficientemente bajo condiciones suaves.
- Se sintetizó una variedad de γ-butenolidos enriquecidos con enantio con alta enantioselectividad.
Conclusiones:
- Se ha desarrollado un nuevo y eficiente catalizador quiral de selenio electrófilo.
- Este catalizador proporciona un método versátil para sintetizar γ-butenolides enriquecidos con enantio.
- El andamio rígido de indanol es clave para el alto rendimiento del catalizador.
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