Enantioselective vinylogous-Mukaiyama-type dearomatisation by anion-binding catalysis

The first enantioselective vinylogous Mukaiyama-type dearomatisation of heteroarenes under anion-binding catalysis is presented. A recyclable tetrakistriazole catalyst was used for the enantiocontrol of the remote vinylogous active position of silyl dienol ethers. This approach provided chiral heter...

Descripción completa

Detalles Bibliográficos
Autores: Kaur, Kirandeep, Humbrías Martín, Jorge, Hoppmann, Leon, Fernández Salas, José Antonio, Daniliuc, Constantin G., Alemán Lara, José Julián, García Mancheño, Olga
Tipo de recurso: artículo
Fecha de publicación:2021
País:España
Institución:Universidad Autónoma de Madrid
Repositorio:Biblos-e Archivo. Repositorio Institucional de la UAM
Idioma:inglés
OAI Identifier:oai:repositorio.uam.es:10486/716505
Acceso en línea:http://hdl.handle.net/10486/716505
https://dx.doi.org/10.1039/d1cc03514b
Access Level:acceso abierto
Palabra clave:Organocatalysis
phosphoric acid
asymmetric catalysis
Química
id ES_33c72b0bfb2e8feee1cf129d83161076
oai_identifier_str oai:repositorio.uam.es:10486/716505
network_acronym_str ES
network_name_str España
repository_id_str
spelling Enantioselective vinylogous-Mukaiyama-type dearomatisation by anion-binding catalysisKaur, KirandeepHumbrías Martín, JorgeHoppmann, LeonFernández Salas, José AntonioDaniliuc, Constantin G.Alemán Lara, José JuliánGarcía Mancheño, OlgaOrganocatalysisphosphoric acidasymmetric catalysisQuímicaThe first enantioselective vinylogous Mukaiyama-type dearomatisation of heteroarenes under anion-binding catalysis is presented. A recyclable tetrakistriazole catalyst was used for the enantiocontrol of the remote vinylogous active position of silyl dienol ethers. This approach provided chiral heterocycles bearing α,β-unsaturated chains with complete regioselectivity and excellent enantioselectivities (up to 97.5 : 2.5 e.r.)The European Research Council (ERC-CoG-FRICatANIONS, No. 724695; ERCCoG-UNBICAT, No. 647550) and the Deutsche Forschungsgemeinschaft (DFG) within the SFB858 are gratefully acknowledged for generous support. We are also grateful to the Spanish Government (RTI2018-095038-B-I00) and the ‘‘Comunidad de Madrid’’ and European Structural Funds (S2018/NMT-4367). J. A. F.-S. thanks the Spanish Government for a Ramón y Cajal ContractRoyal Society of ChemistryDepartamento de Química OrgánicaFacultad de Ciencias20212021-08-20research articlehttp://purl.org/coar/resource_type/c_2df8fbb1VoRhttp://purl.org/coar/version/c_970fb48d4fbd8a85info:eu-repo/semantics/articleapplication/pdfhttp://hdl.handle.net/10486/716505https://dx.doi.org/10.1039/d1cc03514breponame:Biblos-e Archivo. Repositorio Institucional de la UAMinstname:Universidad Autónoma de MadridInglésengEuropean Commission http://dx.doi.org/10.13039/501100000780 Horizon 2020 Framework Programme 724695European Commission http://dx.doi.org/10.13039/501100000780 Horizon 2020 Framework Programme 647550open accesshttp://purl.org/coar/access_right/c_abf2Attribution-NonCommercial 4.0 Internationalhttp://creativecommons.org/licenses/by-nc/4.0/info:eu-repo/semantics/openAccessoai:repositorio.uam.es:10486/7165052026-06-23T12:46:27Z
dc.title.none.fl_str_mv Enantioselective vinylogous-Mukaiyama-type dearomatisation by anion-binding catalysis
title Enantioselective vinylogous-Mukaiyama-type dearomatisation by anion-binding catalysis
spellingShingle Enantioselective vinylogous-Mukaiyama-type dearomatisation by anion-binding catalysis
Kaur, Kirandeep
Organocatalysis
phosphoric acid
asymmetric catalysis
Química
title_short Enantioselective vinylogous-Mukaiyama-type dearomatisation by anion-binding catalysis
title_full Enantioselective vinylogous-Mukaiyama-type dearomatisation by anion-binding catalysis
title_fullStr Enantioselective vinylogous-Mukaiyama-type dearomatisation by anion-binding catalysis
title_full_unstemmed Enantioselective vinylogous-Mukaiyama-type dearomatisation by anion-binding catalysis
title_sort Enantioselective vinylogous-Mukaiyama-type dearomatisation by anion-binding catalysis
dc.creator.none.fl_str_mv Kaur, Kirandeep
Humbrías Martín, Jorge
Hoppmann, Leon
Fernández Salas, José Antonio
Daniliuc, Constantin G.
Alemán Lara, José Julián
García Mancheño, Olga
author Kaur, Kirandeep
author_facet Kaur, Kirandeep
Humbrías Martín, Jorge
Hoppmann, Leon
Fernández Salas, José Antonio
Daniliuc, Constantin G.
Alemán Lara, José Julián
García Mancheño, Olga
author_role author
author2 Humbrías Martín, Jorge
Hoppmann, Leon
Fernández Salas, José Antonio
Daniliuc, Constantin G.
Alemán Lara, José Julián
García Mancheño, Olga
author2_role author
author
author
author
author
author
dc.contributor.none.fl_str_mv Departamento de Química Orgánica
Facultad de Ciencias
dc.subject.none.fl_str_mv Organocatalysis
phosphoric acid
asymmetric catalysis
Química
topic Organocatalysis
phosphoric acid
asymmetric catalysis
Química
description The first enantioselective vinylogous Mukaiyama-type dearomatisation of heteroarenes under anion-binding catalysis is presented. A recyclable tetrakistriazole catalyst was used for the enantiocontrol of the remote vinylogous active position of silyl dienol ethers. This approach provided chiral heterocycles bearing α,β-unsaturated chains with complete regioselectivity and excellent enantioselectivities (up to 97.5 : 2.5 e.r.)
publishDate 2021
dc.date.none.fl_str_mv 2021
2021-08-20
dc.type.none.fl_str_mv research article
http://purl.org/coar/resource_type/c_2df8fbb1
VoR
http://purl.org/coar/version/c_970fb48d4fbd8a85
dc.type.openaire.fl_str_mv info:eu-repo/semantics/article
format article
dc.identifier.none.fl_str_mv http://hdl.handle.net/10486/716505
https://dx.doi.org/10.1039/d1cc03514b
url http://hdl.handle.net/10486/716505
https://dx.doi.org/10.1039/d1cc03514b
dc.language.none.fl_str_mv Inglés
eng
language_invalid_str_mv Inglés
language eng
dc.relation.none.fl_str_mv European Commission http://dx.doi.org/10.13039/501100000780 Horizon 2020 Framework Programme 724695
European Commission http://dx.doi.org/10.13039/501100000780 Horizon 2020 Framework Programme 647550
dc.rights.none.fl_str_mv open access
http://purl.org/coar/access_right/c_abf2
Attribution-NonCommercial 4.0 International
http://creativecommons.org/licenses/by-nc/4.0/
dc.rights.openaire.fl_str_mv info:eu-repo/semantics/openAccess
rights_invalid_str_mv open access
http://purl.org/coar/access_right/c_abf2
Attribution-NonCommercial 4.0 International
http://creativecommons.org/licenses/by-nc/4.0/
eu_rights_str_mv openAccess
dc.format.none.fl_str_mv application/pdf
dc.publisher.none.fl_str_mv Royal Society of Chemistry
publisher.none.fl_str_mv Royal Society of Chemistry
dc.source.none.fl_str_mv reponame:Biblos-e Archivo. Repositorio Institucional de la UAM
instname:Universidad Autónoma de Madrid
instname_str Universidad Autónoma de Madrid
reponame_str Biblos-e Archivo. Repositorio Institucional de la UAM
collection Biblos-e Archivo. Repositorio Institucional de la UAM
repository.name.fl_str_mv
repository.mail.fl_str_mv
_version_ 1869405768587935744
score 15,812429

Similares en LA Referencia