dc.contributor.author | Villar Arango, Laura | |
dc.contributor.author | Uria Pujana, Uxue ![ORCID](/themes/Mirage2//images/orcid_16x16.png) | |
dc.contributor.author | Martinez, Jose I. | |
dc.contributor.author | Prieto Aretxabaleta, Liher ![ORCID](/themes/Mirage2//images/orcid_16x16.png) | |
dc.contributor.author | Reyes Martín, Efraim | |
dc.contributor.author | Carrillo Fernández, María Luisa ![ORCID](/themes/Mirage2//images/orcid_16x16.png) | |
dc.contributor.author | Vicario Hernando, José Luis ![ORCID](/themes/Mirage2//images/orcid_16x16.png) | |
dc.date.accessioned | 2024-01-26T08:16:45Z | |
dc.date.available | 2024-01-26T08:16:45Z | |
dc.date.issued | 2017-07-03 | |
dc.identifier.citation | Angewandte Chemie Int. Ed. 56(35) : 10535-10538 (2017) | es_ES |
dc.identifier.issn | 1433-7851 | |
dc.identifier.issn | 1521-3773 | |
dc.identifier.uri | http://hdl.handle.net/10810/64346 | |
dc.description.abstract | BINOL-based N-trifluoromethanesulfonyl phosphoramides
catalyze the enantioselective (4+3) cycloaddition
between furans and oxyallyl cations, the latter being generated
in situ by oxidation of allenamides. The chiral organic
phosphoramide counteranion is proposed to engage in the
activation of the oxyallyl cation intermediate through cooperative
hydrogen-bonding and ion-pairing interactions, enabling
an efficient chirality transfer that provide the final adducts with
high diastereo- and enantioselectivities. Remarkably, the
reaction shows a wide substrate scope that includes a variety
of substituted allenamides and furans | es_ES |
dc.description.sponsorship | Spanish MINECO (FEDER-CTQ2014-52107-P and FPI contract to L.V.), Basque Government (Grupos IT908-16 and fellowship to J.I.M.), UPV/EHU (UFI QOSYC 11/22, EHUA15/24, and a fellowship to L.P.) | es_ES |
dc.language.iso | eng | es_ES |
dc.publisher | Wiley-VCH | es_ES |
dc.relation | info:eu-repo/grantAgreement/MINECO/CTQ2014-52107-P | es_ES |
dc.rights | info:eu-repo/semantics/openAccess | es_ES |
dc.subject | asymmetric catalysis | es_ES |
dc.subject | cycloaddition | es_ES |
dc.subject | ion-pairing catalysis | es_ES |
dc.subject | organocatalysis | es_ES |
dc.subject | oxygen heterocycles | es_ES |
dc.title | Enantioselective Oxidative (4+3) Cycloadditions between Allenamides and Furans through Bifunctional Hydrogen-Bonding/Ion-Pairing Interactions | es_ES |
dc.type | info:eu-repo/semantics/article | es_ES |
dc.rights.holder | © 2017 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim | es_ES |
dc.relation.publisherversion | https://doi.org/10.1002/anie.201704804 | es_ES |
dc.identifier.doi | 10.1002/anie.201704804 | |
dc.departamentoes | Química orgánica II | es_ES |
dc.departamentoeu | Kimika organikoa II | es_ES |