Mostrar o rexistro simple do ítem
dc.contributor.author | González González, José Manuel |
dc.contributor.author | Cendón Mariño, Borja |
dc.contributor.author | Mascareñas Cid, José Luis |
dc.contributor.author | Gulías Costa, Moisés |
dc.date.accessioned | 2021-03-22T08:56:38Z |
dc.date.issued | 2021 |
dc.identifier.citation | J. Am. Chem. Soc. 2021, 143, 10, 3747–3752 |
dc.identifier.issn | 0002-7863 |
dc.identifier.uri | http://hdl.handle.net/10347/24850 |
dc.description.abstract | Enantioenriched, six-membered azacycles are essential structural motifs in many products of pharmaceutical or agrochemical interest. Here we report a simple and practical method for enantioselective assembly of tetrahydropyridines, which is paired to a kinetic resolution of α-branched allyltriflamides. The reaction consists of a formal (4+2) cycloaddition between the allylamine derivatives and allenes and is initiated by a palladium(II)-catalyzed C–H activation process. Both the chiral allylamide precursors and the tetrahydropyridine adducts were successfully obtained in high yields, with excellent enantioselectivity (up to 99% ee) and selectivity values of up to 127 |
dc.description.sponsorship | This work has received financial support from Spanish grants (SAF2016-76689-R, CTQ2016-77047-P, PID2019-108624RBI00, PID2019-110385GB-I00, and FPI fellowship to B.C.), the Consellería de Cultura, Educación e Ordenación Universitaria (ED431C 2017/19, 2015-CP082 and Centro Singular de Investigación de Galicia accreditation 2019-2022, ED431G 2019/03 and J. M. G fellowship), the European Regional Development Fund (ERDF), and the European Research Council (Advanced Grant No. 340055). The orfeo-cinqa network CTQ2016-81797-REDC is also kindly acknowledged |
dc.language.iso | eng |
dc.publisher | American Chemical Society |
dc.rights | © 2021 American Chemical Society. This is an open access article under the CC Attribution 4.0 International (CC BY 4.0) license (http://creativecommons.org/licenses/by/4.0/) |
dc.rights.uri | http://creativecommons.org/licenses/by/4.0/ |
dc.title | Kinetic Resolution of Allyltriflamides through a Pd-Catalyzed C–H Functionalization with Allenes: Asymmetric Assembly of Tetrahydropyridines |
dc.type | journal article |
dc.identifier.doi | 10.1021/jacs.1c01929 |
dc.relation.publisherversion | https://doi.org/10.1021/jacs.1c01929 |
dc.type.hasVersion | VoR |
dc.identifier.essn | 1520-5126 |
dc.rights.accessRights | open access |
dc.contributor.affiliation | Universidade de Santiago de Compostela. Centro de Investigación en Química Biolóxica e Materiais Moleculares |
dc.contributor.affiliation | Universidade de Santiago de Compostela. Departamento de Química Orgánica |
dc.description.peerreviewed | SI |
dc.relation.projectID | info:eu-repo/grantAgreement/EC/FP7/340055 |
dc.relation.projectID | info:eu-repo/grantAgreement/MINECO/Plan Estatal de Investigación Científica y Técnica y de Innovación 2013-2016/CTQ2016-81797/ES |
dc.relation.projectID | info:eu-repo/grantAgreement/MINECO/Plan Estatal de Investigación Científica y Técnica y de Innovación 2013-2016/SAF2016-76689-R/ES |
dc.relation.projectID | info:eu-repo/grantAgreement/MINECO/Plan Estatal de Investigación Científica y Técnica y de Innovación 2013-2016/CTQ2016-81797-REDC/ES |
dc.relation.projectID | info:eu-repo/grantAgreement/AEI/Plan Estatal de Investigación Científica y Técnica y de Innovación 2017-2020/PID2019-110385GB-I00/ES/NUEVOS METODOS DE SINTESIS QUIMICA MEDIANTE LA FUNCIONALIZACION DE ENLACES C-H CON CATALIZADORES METALICOS |
Ficheiros no ítem
Este ítem aparece na(s) seguinte(s) colección(s)
-
CIQUS-Artigos [475]
-
QO-Artigos [436]