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Organocatalytic Enantioselective alpha-Nitrogenation of alpha,alpha- Disubstituted Aldehydes in the Absence of a Solvent

dc.contributor.authorTorregrosa Chinillach, Alejandro
dc.contributor.authorCarral Menoyo, Asier
dc.contributor.authorGómez Bengoa, Enrique
dc.contributor.authorChinchilla Cruz, Rafael
dc.date.accessioned2022-11-24T18:44:30Z
dc.date.available2022-11-24T18:44:30Z
dc.date.issued2022-10
dc.identifier.citationThe Journal of Organic Chemistry 87(21) : 14507-14513 (2022)es_ES
dc.identifier.issn0022-3263
dc.identifier.issn1520-6904
dc.identifier.urihttp://hdl.handle.net/10810/58544
dc.description.abstractA highly efficient enantioselective alpha-nitrogenation method of alpha,alpha-disubstituted aldehydes with azodicarboxylates promoted by a chiral carbamate-monoprotected cyclohexa-1,2diamine as organocatalyst has been developed. The process was carried out without any solvent, and the corresponding alpha,alpha- disubstituted alpha-nitrogenated aldehydes were obtained with excellent yields and enantioselectivities up to 99% ee. The sustainability of the procedure was established through the calculation of green metrics, such as EcoScale and E-factor. In addition, theoretical calculations have been used to justify the obtained enantioselectivity sense.es_ES
dc.description.sponsorshipThis work was funded by the Spanish Ministry of Economy, Industry and Competitiveness (PGC2018-096616-B-I00) , the Spanish Ministry of Science and Innovation (PID2019- 110008GB-I00) , and the University of Alicante (VIGROB- 173) . We also thank SGIker (UPV/EHU) for providing human and computational resources.es_ES
dc.language.isoenges_ES
dc.publisherAmerican Chemical Societyes_ES
dc.relationinfo:eu-repo/grantAgreement/MICIU/PGC2018-096616-B-I00es_ES
dc.relationinfo:eu-repo/grantAgreement/MICINN/PID2019- 110008GB-I00es_ES
dc.rightsinfo:eu-repo/semantics/openAccesses_ES
dc.rights.urihttp://creativecommons.org/licenses/by/3.0/es/*
dc.subjectamino acidses_ES
dc.subjectaminationes_ES
dc.subjectconstructiones_ES
dc.subjectcatalysises_ES
dc.subjectdesignes_ES
dc.titleOrganocatalytic Enantioselective alpha-Nitrogenation of alpha,alpha- Disubstituted Aldehydes in the Absence of a Solventes_ES
dc.typeinfo:eu-repo/semantics/articlees_ES
dc.rights.holder© 2022 The Authors. Published by American Chemical Society. Attribution 4.0 International (CC BY 4.0)es_ES
dc.rights.holderAtribución 3.0 España*
dc.relation.publisherversionhttps://pubs.acs.org/doi/10.1021/acs.joc.2c01919es_ES
dc.identifier.doi10.1021/acs.joc.2c01919
dc.departamentoesQuímica orgánica Ies_ES
dc.departamentoeuKimika organikoa Ies_ES


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© 2022 The Authors. Published by American Chemical Society. Attribution 4.0 International (CC BY 4.0)
Except where otherwise noted, this item's license is described as © 2022 The Authors. Published by American Chemical Society. Attribution 4.0 International (CC BY 4.0)