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Una reacción de Aza-Darzens de tres componentes catalizada por nanovasos

Stephen M Bierschenk¹, Robert G Bergman¹, Kenneth N Raymond¹

¹Chemical Sciences Division, Lawrence Berkeley National Laboratory and Department of Chemistry , University of California , Berkeley , California 94720 , United States.

Journal of the American Chemical Society

|January 8, 2020

Resumen

La catálisis supramolecular del huésped permite una reacción de Aza-Darzens de tres componentes, produciendo N-fenilaziridinas. Este enfoque supramolecular logra la estereoselectividad opuesta a la solución a granel, avanzando la síntesis orgánica compleja.

Área de la Ciencia:

Química supramolecular
Síntesis orgánica
Catálisis

Sus antecedentes:

Los nanovesos demuestran una capacidad catalítica en las transformaciones orgánicas.
Los conjuntos supramoleculares requieren la catálisis de reacciones complejas para ser reactivos estándar.

Objetivo del estudio:

Para reportar una reacción de tres componentes de Aza-Darzens catalizada por un huésped supramolecular.
Para generar N-fenilaziridinas con una estereoquímica específica.

Principales métodos:

Utilizó un huésped supramolecular para catalizar una reacción de tres componentes de Aza-Darzens.
Investigó el resultado estereoquímico de la reacción en solución a granel frente al ensamblaje supramolecular.

Principales resultados:

Logró un acoplamiento de tres componentes dentro de un ensamblaje supramolecular.
Las N-fenilaziridinas generadas con el estereoisómero trans, opuestas al isómero cis formado en solución a granel.

Conclusiones:

La catálisis supramolecular del huésped ofrece una solución novedosa para las transformaciones sintéticas desafiantes.
Este estudio avanza en el uso de ensamblajes supramoleculares como catalizadores en la síntesis orgánica.

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