dc.contributor.author | Torregrosa Chinillach, Alejandro | |
dc.contributor.author | Moragues, Adrien | |
dc.contributor.author | Pérez Furundarena, Haritz | |
dc.contributor.author | Chinchilla Cruz, Rafael | |
dc.contributor.author | Gómez Bengoa, Enrique | |
dc.contributor.author | Guillena Townley, Gabriela | |
dc.date.accessioned | 2019-03-04T14:18:29Z | |
dc.date.available | 2019-03-04T14:18:29Z | |
dc.date.issued | 2018-12-12 | |
dc.identifier.citation | Molecules 23(12) : (2018) // Article ID 3299 | es_ES |
dc.identifier.issn | 1420-3049 | |
dc.identifier.uri | http://hdl.handle.net/10810/31826 | |
dc.description.abstract | A 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.sponsorship | We 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.iso | eng | es_ES |
dc.publisher | MDPI | es_ES |
dc.relation | info:eu-repo/grantAgreement/MINECO/CTQ2015-66624-P | es_ES |
dc.relation | info:eu-repo/grantAgreement/MINECO/CTQ201788171-P | es_ES |
dc.rights | info:eu-repo/semantics/openAccess | es_ES |
dc.rights.uri | http://creativecommons.org/licenses/by/3.0/es/ | * |
dc.subject | organocatalysis | es_ES |
dc.subject | asymmetric synthesis | es_ES |
dc.subject | Michael addition | es_ES |
dc.subject | maleimides | es_ES |
dc.subject | aldehydes | es_ES |
dc.subject | alpha | es_ES |
dc.subject | alpha-disubstituted aldehydes | es_ES |
dc.subject | conjugate addition | es_ES |
dc.subject | gamma-lactams | es_ES |
dc.subject | ab-initio | es_ES |
dc.subject | inhibitors | es_ES |
dc.subject | thermochemistry | es_ES |
dc.subject | protease | es_ES |
dc.subject | catalyst | es_ES |
dc.title | Enantioselective Michael Addition of Aldehydes to Maleimides Organocatalyzed by a Chiral Primary Amine-Salicylamide | es_ES |
dc.type | info:eu-repo/semantics/article | es_ES |
dc.rights.holder | 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). | es_ES |
dc.rights.holder | Atribución 3.0 España | * |
dc.relation.publisherversion | https://www.mdpi.com/1420-3049/23/12/3299 | es_ES |
dc.identifier.doi | 10.3390/molecules23123299 | |
dc.departamentoes | Química orgánica I | es_ES |
dc.departamentoeu | Kimika organikoa I | es_ES |