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Síntesis orientada a la diversidad asistida por la fotoeconomía: mantenimiento de fotorreacciones en cascada en

Dmitry M Kuznetsov¹, Andrei G Kutateladze¹

¹Department of Chemistry and Biochemistry, University of Denver , Denver, Colorado 80208, United States.

Journal of the American Chemical Society

|October 21, 2017

Resumen

Un nuevo vinculante de oxalilo permite la síntesis orientada a la diversidad (DOS) con fotoasistencia atómica y de paso económico. Este método genera rápidamente imitaciones complejas de alcaloides en pocos pasos, ofreciendo una nueva ruta a las moléculas polieterocíclicas.

Área de la Ciencia:

Química orgánica
Química sintética
La fotoquímica

Sus antecedentes:

La síntesis orientada a la diversidad (DOS) tiene como objetivo crear diversidad molecular.
La síntesis eficiente de moléculas complejas, como los imitadores de alcaloides, es un desafío.
Las reacciones fotoasistidas ofrecen vías únicas para la síntesis química.

Objetivo del estudio:

Desarrollar un método atómico y económico para la síntesis orientada a la diversidad.
Para utilizar un vinculante oxalilo versátil en reacciones fotoasistidas.
Para acceder rápidamente a mimetías complejas de alcaloides y arquitecturas polieterocíclicas.

Principales métodos:

Síntesis orientada a la diversidad con fotoasistencia (DOS) que emplea un nuevo vinculante de oxalilo.
Reacciones de un solo recipiente para atar núcleos fotoactivos a colgantes insaturados.
Utilizando el vinculante oxalilo como potenciador de cromóforos y sensibilizador de cruce intersistémico (ISC).

Principales resultados:

Se ha logrado una economía atómica y escalonada en DOS fotoasistido.
Desarrolló un vinculante oxalilo versátil para la síntesis rápida de imitaciones complejas de alcaloides.
Arquitecturas moleculares polieterocíclicas extendidas comparables a los productos naturales generadas en 2 a 4 pasos.
El vinculante oxalilo facilita las fotorreacciones primarias y secundarias y forma un farmacóforo.

Conclusiones:

La cascada fotoasistida desarrollada es un proceso eficiente de creación de complejidad.
El vinculante oxalilo es clave para mejorar las fotorreacciones y permitir el acceso rápido a moléculas complejas.
Este enfoque proporciona una poderosa estrategia para sintetizar estructuras moleculares diversas y complejas.

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