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Development of Heterogeneous Enantioselective Catalysts using Chiral Metal-Organic Frameworks MOFs
Published on: January 17, 2020
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Acoplamiento enantioselectivo de dienos y óxidos de fosfina
Shao-Zhen Nie1,2, Ryan T Davison1, Vy M Dong1
1Department of Chemistry , University of California , Irvine , California 92697 , United States.
Journal of the American Chemical Society
|November 20, 2018
Resumen
Este estudio introduce una nueva reacción catalizada por el paladio para crear óxidos quirales de fosfina a partir de dienos simples y óxidos de fosfina. Este avance ofrece una nueva ruta a valiosos compuestos organofosforados con un excelente control.
Área de la Ciencia:
- Química orgánica
- Catálisis
- Química de los organofosforos
Sus antecedentes:
- Los óxidos de fosfina alílica son importantes intermediarios sintéticos.
- Los métodos existentes para sintetizar óxidos quirales de fosfina alilica son limitados.
- La catálisis asimétrica ofrece un enfoque poderoso para crear compuestos enriquecidos enantioméricamente.
Objetivo del estudio:
- Desarrollar una nueva hidrofinilación intermolecular catalizada por el paladio de 1,3-dienes.
- Para lograr una alta enantioselectividad y regioselectividad en la formación de óxidos quirales de fosfina.
- Establecer un nuevo método para generar bloques de construcción valiosos de organofosforo.
Principales métodos:
- Reacción de acoplamiento catalizada por el paladio.
- Utilizando el commodity 1,3-dienes como sustratos.
- El uso de óxidos de fosfina estables en el aire como socios de acoplamiento.
Principales resultados:
- Síntesis exitosa de óxidos quirales de fosfina.
- Se ha demostrado un alto control enantio y regio en la reacción.
- Estableció la primera hidrofinilación asimétrica de dienos.
Conclusiones:
- El método desarrollado catalizado por Pd proporciona una ruta eficiente a los óxidos quirales de fosfina.
- Esta metodología amplía el conjunto de herramientas para sintetizar compuestos organofosforados complejos.
- La alta selectividad de la reacción la hace valiosa para la construcción de bloques quirales.
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