Catalytic asymmetric fluorination of Alkyl 1-indanone-2-carboxylates Ruled by Pybox-Eu(III) Combination

A highly enantioselective catalytic method for the synthesis of quaternary α-fluoro derivatives of 3-oxo esters is described. The reaction uses europium (III) triflate and commercially available chiral pybox-type C2-symmetric ligand. Excellent results in terms of yields and enantioselectivities were...

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Autores: Granados, Albert|||0000-0002-5362-5966, Sarró Grane, Pau|||0000-0002-0957-2481, Vallribera, Adelina|||0000-0002-6452-4589
Tipo de recurso: artículo
Fecha de publicación:2019
País:España
Institución:Universitat Autònoma de Barcelona
Repositorio:Dipòsit Digital de Documents de la UAB
Idioma:inglés
OAI Identifier:oai:ddd.uab.cat:223203
Acceso en línea:https://ddd.uab.cat/record/223203
https://dx.doi.org/urn:doi:10.3390/molecules24061141
Access Level:acceso abierto
Palabra clave:Europium
Fluorination
Enantioselectivity
Pybox
Keto ester
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spelling Catalytic asymmetric fluorination of Alkyl 1-indanone-2-carboxylates Ruled by Pybox-Eu(III) CombinationGranados, Albert|||0000-0002-5362-5966Sarró Grane, Pau|||0000-0002-0957-2481Vallribera, Adelina|||0000-0002-6452-4589EuropiumFluorinationEnantioselectivityPyboxKeto esterA highly enantioselective catalytic method for the synthesis of quaternary α-fluoro derivatives of 3-oxo esters is described. The reaction uses europium (III) triflate and commercially available chiral pybox-type C2-symmetric ligand. Excellent results in terms of yields and enantioselectivities were assured using the electrophilic NFSI reagent under mild reaction conditions. 22019-01-0120192019-01-01Articlehttp://purl.org/coar/resource_type/c_6501VoRhttp://purl.org/coar/version/c_970fb48d4fbd8a85info:eu-repo/semantics/articleapplication/pdfhttps://ddd.uab.cat/record/223203https://dx.doi.org/urn:doi:10.3390/molecules24061141reponame:Dipòsit Digital de Documents de la UABinstname:Universitat Autònoma de BarcelonaInglésengMinisterio de Economía y Competitividad https://doi.org/10.13039/501100003329 CTQ2016-81797-REDCMinisterio de Economía y Competitividad https://doi.org/10.13039/501100003329 CTQ2014-53662-PAgència de Gestió d'Ajuts Universitaris i de Recerca https://doi.org/10.13039/501100003030 2017/SGR-0465open accesshttp://purl.org/coar/access_right/c_abf2Aquest document està subjecte a una llicència d'ús Creative Commons. Es permet la reproducció total o parcial, la distribució, la comunicació pública de l'obra i la creació d'obres derivades, fins i tot amb finalitats comercials, sempre i quan es reconegui l'autoria de l'obra original.https://creativecommons.org/licenses/by/4.0/info:eu-repo/semantics/openAccessoai:ddd.uab.cat:2232032026-06-06T12:50:31Z
dc.title.none.fl_str_mv Catalytic asymmetric fluorination of Alkyl 1-indanone-2-carboxylates Ruled by Pybox-Eu(III) Combination
title Catalytic asymmetric fluorination of Alkyl 1-indanone-2-carboxylates Ruled by Pybox-Eu(III) Combination
spellingShingle Catalytic asymmetric fluorination of Alkyl 1-indanone-2-carboxylates Ruled by Pybox-Eu(III) Combination
Granados, Albert|||0000-0002-5362-5966
Europium
Fluorination
Enantioselectivity
Pybox
Keto ester
title_short Catalytic asymmetric fluorination of Alkyl 1-indanone-2-carboxylates Ruled by Pybox-Eu(III) Combination
title_full Catalytic asymmetric fluorination of Alkyl 1-indanone-2-carboxylates Ruled by Pybox-Eu(III) Combination
title_fullStr Catalytic asymmetric fluorination of Alkyl 1-indanone-2-carboxylates Ruled by Pybox-Eu(III) Combination
title_full_unstemmed Catalytic asymmetric fluorination of Alkyl 1-indanone-2-carboxylates Ruled by Pybox-Eu(III) Combination
title_sort Catalytic asymmetric fluorination of Alkyl 1-indanone-2-carboxylates Ruled by Pybox-Eu(III) Combination
dc.creator.none.fl_str_mv Granados, Albert|||0000-0002-5362-5966
Sarró Grane, Pau|||0000-0002-0957-2481
Vallribera, Adelina|||0000-0002-6452-4589
author Granados, Albert|||0000-0002-5362-5966
author_facet Granados, Albert|||0000-0002-5362-5966
Sarró Grane, Pau|||0000-0002-0957-2481
Vallribera, Adelina|||0000-0002-6452-4589
author_role author
author2 Sarró Grane, Pau|||0000-0002-0957-2481
Vallribera, Adelina|||0000-0002-6452-4589
author2_role author
author
dc.subject.none.fl_str_mv Europium
Fluorination
Enantioselectivity
Pybox
Keto ester
topic Europium
Fluorination
Enantioselectivity
Pybox
Keto ester
description A highly enantioselective catalytic method for the synthesis of quaternary α-fluoro derivatives of 3-oxo esters is described. The reaction uses europium (III) triflate and commercially available chiral pybox-type C2-symmetric ligand. Excellent results in terms of yields and enantioselectivities were assured using the electrophilic NFSI reagent under mild reaction conditions.
publishDate 2019
dc.date.none.fl_str_mv 2
2019-01-01
2019
2019-01-01
dc.type.none.fl_str_mv Article
http://purl.org/coar/resource_type/c_6501
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 https://ddd.uab.cat/record/223203
https://dx.doi.org/urn:doi:10.3390/molecules24061141
url https://ddd.uab.cat/record/223203
https://dx.doi.org/urn:doi:10.3390/molecules24061141
dc.language.none.fl_str_mv Inglés
eng
language_invalid_str_mv Inglés
language eng
dc.relation.none.fl_str_mv Ministerio de Economía y Competitividad https://doi.org/10.13039/501100003329 CTQ2016-81797-REDC
Ministerio de Economía y Competitividad https://doi.org/10.13039/501100003329 CTQ2014-53662-P
Agència de Gestió d'Ajuts Universitaris i de Recerca https://doi.org/10.13039/501100003030 2017/SGR-0465
dc.rights.none.fl_str_mv open access
http://purl.org/coar/access_right/c_abf2
https://creativecommons.org/licenses/by/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
https://creativecommons.org/licenses/by/4.0/
eu_rights_str_mv openAccess
dc.format.none.fl_str_mv application/pdf
dc.source.none.fl_str_mv reponame:Dipòsit Digital de Documents de la UAB
instname:Universitat Autònoma de Barcelona
instname_str Universitat Autònoma de Barcelona
reponame_str Dipòsit Digital de Documents de la UAB
collection Dipòsit Digital de Documents de la UAB
repository.name.fl_str_mv
repository.mail.fl_str_mv
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