Enantioselective Michael Addition of Aldehydes to Maleimides Organocatalyzed by a Chiral Primary Amine-Salicylamide

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dc.contributorCatálisis Estereoselectiva en Síntesis Orgánica (CESO)es_ES
dc.contributor.authorTorregrosa-Chinillach, Alejandro-
dc.contributor.authorMoragues, Adrien-
dc.contributor.authorPérez-Furundarena, Haritz-
dc.contributor.authorChinchilla, Rafael-
dc.contributor.authorGómez Bengoa, Enrique-
dc.contributor.authorGuillena, Gabriela-
dc.contributor.otherUniversidad de Alicante. Departamento de Química Orgánicaes_ES
dc.contributor.otherUniversidad de Alicante. Instituto Universitario de Síntesis Orgánicaes_ES
dc.identifier.citationTorregrosa-Chinillach A, Moragues A, Pérez-Furundarena H, Chinchilla R, Gómez-Bengoa E, Guillena G. Enantioselective Michael Addition of Aldehydes to Maleimides Organocatalyzed by a Chiral Primary Amine-Salicylamide. Molecules. 2018; 23(12):3299. doi:10.3390/molecules23123299es_ES
dc.description.abstractA primary amine-salicylamide derived from chiral trans-cyclohexane-1,2-diamine was used as an organocatalyst for the enantioselective conjugate addition of aldehydes, mainly α,α-disubstituted to N-substituted maleimides. The reaction was performed in toluene as a solvent at room temperature. The corresponding enantioenriched adducts were obtained with high yields and enantioselectivities up to 94%. Theoretical calculations were used to justify the stereoinduction.es_ES
dc.description.sponsorshipWe thank the financial support from the Spanish Ministerio de Economía, Industria y Competitividad (CTQ2015-66624-P and CTQ201788171-P) and the University of Alicante (VIGROB-173). A.M. thanks SIGMA Clermont Chemistry Engineering Graduate School for an ERASMUS+ fellowship. We also thank the Basque Government (GIC15/03, IT1033-16) for financial support, and IZO/SGI SGIker of UPV/EHU for human and technical support.es_ES
dc.rights© 2018 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/).es_ES
dc.subjectAsymmetric synthesises_ES
dc.subjectMichael additiones_ES
dc.subject.otherQuímica Orgánicaes_ES
dc.titleEnantioselective Michael Addition of Aldehydes to Maleimides Organocatalyzed by a Chiral Primary Amine-Salicylamidees_ES
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