Asymmetric Conjugate Addition of Ketones to Maleimides Organocatalyzed by a Chiral Primary Amine-Salicylamide
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Título: | Asymmetric Conjugate Addition of Ketones to Maleimides Organocatalyzed by a Chiral Primary Amine-Salicylamide |
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Autor/es: | Torregrosa-Chinillach, Alejandro | Chinchilla, Rafael |
Grupo/s de investigación o GITE: | Catálisis Estereoselectiva en Síntesis Orgánica (CESO) |
Centro, Departamento o Servicio: | Universidad de Alicante. Departamento de Química Orgánica | Universidad de Alicante. Instituto Universitario de Síntesis Orgánica |
Palabras clave: | Maleimides | Ketones | Succinimides | Conjugate addition | Organocatalysis | Asymmetric synthesis |
Fecha de publicación: | 7-oct-2022 |
Editor: | MDPI |
Cita bibliográfica: | Torregrosa-Chinillach A, Chinchilla R. Asymmetric Conjugate Addition of Ketones to Maleimides Organocatalyzed by a Chiral Primary Amine-Salicylamide. Molecules. 2022; 27(19):6668. https://doi.org/10.3390/molecules27196668 |
Resumen: | Enantioenriched substituted succinimides are interesting compounds, and their asymmetric organocatalytic synthesis by the conjugated addition of ketones to maleimides has been scarcely explored. This study shows the enantioselective conjugate addition of ketones to maleimides organocatalyzed by a simple primary amine-salicylamide derived from a chiral trans-cyclohexane-1,2-diamine, which provides the desired succinimides in good to excellent yields (up to 98%) and with moderate to excellent enantioselectivities (up to 99%). |
Patrocinador/es: | This research was funded by the Spanish Ministerio de Economía, Industria y Competitividad grant number PGC2018-096616-B-I00, the Spanish Ministerio de Ciencia, Innovación y Universidades (CTQ201788171-P) and the University of Alicante (VIGROB-173). |
URI: | http://hdl.handle.net/10045/128858 |
ISSN: | 1420-3049 |
DOI: | 10.3390/molecules27196668 |
Idioma: | eng |
Tipo: | info:eu-repo/semantics/article |
Derechos: | © 2022 by the authors. Licensee MDPI, Basel, Switzerland. This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution (CC BY) license (https://creativecommons.org/licenses/by/4.0/). |
Revisión científica: | si |
Versión del editor: | https://doi.org/10.3390/molecules27196668 |
Aparece en las colecciones: | INV - CESO - Artículos de Revistas |
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Archivo | Descripción | Tamaño | Formato | |
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Torregrosa-Chinillach_Chinchilla_2022_Molecules.pdf | 1,77 MB | Adobe PDF | Abrir Vista previa | |
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