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

dc.contributor.authorTorregrosa Chinillach, Alejandro
dc.contributor.authorMoragues, Adrien
dc.contributor.authorPérez Furundarena, Haritz
dc.contributor.authorChinchilla Cruz, Rafael
dc.contributor.authorGómez Bengoa, Enrique
dc.contributor.authorGuillena Townley, Gabriela
dc.date.accessioned2019-03-04T14:18:29Z
dc.date.available2019-03-04T14:18:29Z
dc.date.issued2018-12-12
dc.identifier.citationMolecules 23(12) : (2018) // Article ID 3299es_ES
dc.identifier.issn1420-3049
dc.identifier.urihttp://hdl.handle.net/10810/31826
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 ,-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 Economia, 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.language.isoenges_ES
dc.publisherMDPIes_ES
dc.relationinfo:eu-repo/grantAgreement/MINECO/CTQ2015-66624-Pes_ES
dc.relationinfo:eu-repo/grantAgreement/MINECO/CTQ201788171-Pes_ES
dc.rightsinfo:eu-repo/semantics/openAccesses_ES
dc.rights.urihttp://creativecommons.org/licenses/by/3.0/es/*
dc.subjectorganocatalysises_ES
dc.subjectasymmetric synthesises_ES
dc.subjectMichael additiones_ES
dc.subjectmaleimideses_ES
dc.subjectaldehydeses_ES
dc.subjectalphaes_ES
dc.subjectalpha-disubstituted aldehydeses_ES
dc.subjectconjugate additiones_ES
dc.subjectgamma-lactamses_ES
dc.subjectab-initioes_ES
dc.subjectinhibitorses_ES
dc.subjectthermochemistryes_ES
dc.subjectproteasees_ES
dc.subjectcatalystes_ES
dc.titleEnantioselective Michael Addition of Aldehydes to Maleimides Organocatalyzed by a Chiral Primary Amine-Salicylamidees_ES
dc.typeinfo:eu-repo/semantics/articlees_ES
dc.rights.holderThis is an open access article distributed under the Creative Commons Attribution License which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited (CC BY 4.0).es_ES
dc.rights.holderAtribución 3.0 España*
dc.relation.publisherversionhttps://www.mdpi.com/1420-3049/23/12/3299es_ES
dc.identifier.doi10.3390/molecules23123299
dc.departamentoesQuímica orgánica Ies_ES
dc.departamentoeuKimika organikoa Ies_ES


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This is an open access article distributed under the Creative Commons Attribution License which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited (CC BY 4.0).
Except where otherwise noted, this item's license is described as This is an open access article distributed under the Creative Commons Attribution License which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited (CC BY 4.0).