Chiral 2-Aminobenzimidazoles in Deep Eutectic Mixtures: Recyclable Organocatalysts for the Enantioselective Michael Addition of 1,3-Dicarbonyl Compounds to β-Nitroalkenes

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dc.contributorCatálisis Estereoselectiva en Síntesis Orgánica (CESO)es_ES
dc.contributor.authorRos Ñíguez, Diego-
dc.contributor.authorGuillena, Gabriela-
dc.contributor.authorAlonso, Diego A.-
dc.contributor.otherUniversidad de Alicante. Departamento de Química Orgánicaes_ES
dc.contributor.otherUniversidad de Alicante. Instituto Universitario de Síntesis Orgánicaes_ES
dc.identifier.citationACS Sustainable Chemistry & Engineering. 2017, 5(11): 10649-10656. doi:10.1021/acssuschemeng.7b02613es_ES
dc.description.abstractA catalytic system based on deep eutectic solvents (DESs) and chiral 2-amino benzimidazole organocatalysts is used to promote the enantioselective addition of 1,3-dicarbonyl compounds to β-nitrostyrenes. This procedure avoids the use of toxic volitile organic compounds (VOCs) as a reaction medium, providing access to highly functionalized chiral molecules in a selective and efficient manner. Furthermore, the reaction can be performed on a large scale and recycling the catalytic system is possible for at least four times, leading to a clean, cheap, simple, and scalable procedure that meets most of the criteria required to be a green and sustainable process. Nuclear magnetic resonance studies have confirmed the key role of the hydrogen-bonding interactions between the DES and the chiral organocatalyst, which allow their recovery and the recyclability of the system.es_ES
dc.description.sponsorshipSpanish Ministerio de Economía, Industria y Competitividad (CTQ2015-66624-P). University of Alicante (UAUSTI16-03, AUSTI16-10, VIGROB-173, VIGROB-285).es_ES
dc.publisherAmerican Chemical Societyes_ES
dc.rights© 2017 American Chemical Societyes_ES
dc.subjectAsymmetric organocatalysises_ES
dc.subjectDeep eutectic solventses_ES
dc.subjectGreen chemistryes_ES
dc.subjectConjugate additiones_ES
dc.subject.otherQuímica Orgánicaes_ES
dc.titleChiral 2-Aminobenzimidazoles in Deep Eutectic Mixtures: Recyclable Organocatalysts for the Enantioselective Michael Addition of 1,3-Dicarbonyl Compounds to β-Nitroalkeneses_ES
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