Organocatalytic Asymmetric Conjugate Addition of Aldehydes to Maleimides and Nitroalkenes in Deep Eutectic Solvents

A chiral primary amine-salicylamide is used as an organocatalyst for the enantioselective conjugate addition of α,α-disubstituted aldehydes to maleimides and nitroalkenes. The reactions are performed in deep eutectic solvents as reaction media at room temperature, leading to the corresponding adduct...

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Autores principales: Torregrosa-Chinillach, Alejandro, Sánchez-Laó, Alba, Santagostino, Elisa, Chinchilla, Rafael
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2019
Materias:
Article
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6891809/
https://www.ncbi.nlm.nih.gov/pubmed/31717507
http://dx.doi.org/10.3390/molecules24224058
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author Torregrosa-Chinillach, Alejandro
Sánchez-Laó, Alba
Santagostino, Elisa
Chinchilla, Rafael
author_facet Torregrosa-Chinillach, Alejandro
Sánchez-Laó, Alba
Santagostino, Elisa
Chinchilla, Rafael
author_sort Torregrosa-Chinillach, Alejandro
collection PubMed
description A chiral primary amine-salicylamide is used as an organocatalyst for the enantioselective conjugate addition of α,α-disubstituted aldehydes to maleimides and nitroalkenes. The reactions are performed in deep eutectic solvents as reaction media at room temperature, leading to the corresponding adducts with enantioselectivities up to 88% (for maleimides) and 80% (for nitroalkenes). Catalyst and solvent can be recovered and reused.
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spelling pubmed-68918092019-12-23 Organocatalytic Asymmetric Conjugate Addition of Aldehydes to Maleimides and Nitroalkenes in Deep Eutectic Solvents Torregrosa-Chinillach, Alejandro Sánchez-Laó, Alba Santagostino, Elisa Chinchilla, Rafael Molecules Article A chiral primary amine-salicylamide is used as an organocatalyst for the enantioselective conjugate addition of α,α-disubstituted aldehydes to maleimides and nitroalkenes. The reactions are performed in deep eutectic solvents as reaction media at room temperature, leading to the corresponding adducts with enantioselectivities up to 88% (for maleimides) and 80% (for nitroalkenes). Catalyst and solvent can be recovered and reused. MDPI 2019-11-09 /pmc/articles/PMC6891809/ /pubmed/31717507 http://dx.doi.org/10.3390/molecules24224058 Text en © 2019 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 (http://creativecommons.org/licenses/by/4.0/).
spellingShingle Article
Torregrosa-Chinillach, Alejandro
Sánchez-Laó, Alba
Santagostino, Elisa
Chinchilla, Rafael
Organocatalytic Asymmetric Conjugate Addition of Aldehydes to Maleimides and Nitroalkenes in Deep Eutectic Solvents
title Organocatalytic Asymmetric Conjugate Addition of Aldehydes to Maleimides and Nitroalkenes in Deep Eutectic Solvents
title_full Organocatalytic Asymmetric Conjugate Addition of Aldehydes to Maleimides and Nitroalkenes in Deep Eutectic Solvents
title_fullStr Organocatalytic Asymmetric Conjugate Addition of Aldehydes to Maleimides and Nitroalkenes in Deep Eutectic Solvents
title_full_unstemmed Organocatalytic Asymmetric Conjugate Addition of Aldehydes to Maleimides and Nitroalkenes in Deep Eutectic Solvents
title_short Organocatalytic Asymmetric Conjugate Addition of Aldehydes to Maleimides and Nitroalkenes in Deep Eutectic Solvents
title_sort organocatalytic asymmetric conjugate addition of aldehydes to maleimides and nitroalkenes in deep eutectic solvents
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6891809/
https://www.ncbi.nlm.nih.gov/pubmed/31717507
http://dx.doi.org/10.3390/molecules24224058
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AT santagostinoelisa organocatalyticasymmetricconjugateadditionofaldehydestomaleimidesandnitroalkenesindeepeutecticsolvents
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