Asymmetric synthesis of cyclic β-amino carbonyl derivatives by a formal [3 + 2] photocycloaddition

Herein, a visible-light mediated strategy unlocking a family of cyclic β-amino carbonyl derivatives bearing three contiguous stereogenic centres is introduced. The overall reactivity relies on the performance of the substrate-catalyst complex to assist both the enantiocontrol and the photoredox task...

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Detalles Bibliográficos
Autores: Mollari, Leonardo, Valle-Amores, Miguel A., Martínez-Gualda, Ana M., Marzo, Leyre, Fraile Carrasco, Alberto, Alemán Lara, José Julián
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:10486/705754
Acceso en línea:http://hdl.handle.net/10486/705754
https://dx.doi.org/10.1039/d1cc05867c
Access Level:acceso abierto
Palabra clave:Alkene
Cross-Coupling Reactions
Photocatalysis
Química
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spelling Asymmetric synthesis of cyclic β-amino carbonyl derivatives by a formal [3 + 2] photocycloadditionMollari, LeonardoValle-Amores, Miguel A.Martínez-Gualda, Ana M.Marzo, LeyreFraile Carrasco, AlbertoAlemán Lara, José JuliánAlkeneCross-Coupling ReactionsPhotocatalysisQuímicaHerein, a visible-light mediated strategy unlocking a family of cyclic β-amino carbonyl derivatives bearing three contiguous stereogenic centres is introduced. The overall reactivity relies on the performance of the substrate-catalyst complex to assist both the enantiocontrol and the photoredox tasks. This transformation led to an enantioselective [3 + 2] photocycloaddition between coordinated α,β-unsaturated acyl imidazoles and cyclopropylamine derivativesRoyal Society of ChemistryDepartamento de Química OrgánicaFacultad de Ciencias20212021-12-13research articlehttp://purl.org/coar/resource_type/c_2df8fbb1AMhttp://purl.org/coar/version/c_ab4af688f83e57aainfo:eu-repo/semantics/articleapplication/pdfhttp://hdl.handle.net/10486/705754https://dx.doi.org/10.1039/d1cc05867creponame:Biblos-e Archivo. Repositorio Institucional de la UAMinstname:Universidad Autónoma de MadridInglésengEuropean Commission http://dx.doi.org/10.13039/501100000780 Horizon 2020 Framework Programme 647550open accesshttp://purl.org/coar/access_right/c_abf2info:eu-repo/semantics/openAccessoai:repositorio.uam.es:10486/7057542026-06-23T12:46:27Z
dc.title.none.fl_str_mv Asymmetric synthesis of cyclic β-amino carbonyl derivatives by a formal [3 + 2] photocycloaddition
title Asymmetric synthesis of cyclic β-amino carbonyl derivatives by a formal [3 + 2] photocycloaddition
spellingShingle Asymmetric synthesis of cyclic β-amino carbonyl derivatives by a formal [3 + 2] photocycloaddition
Mollari, Leonardo
Alkene
Cross-Coupling Reactions
Photocatalysis
Química
title_short Asymmetric synthesis of cyclic β-amino carbonyl derivatives by a formal [3 + 2] photocycloaddition
title_full Asymmetric synthesis of cyclic β-amino carbonyl derivatives by a formal [3 + 2] photocycloaddition
title_fullStr Asymmetric synthesis of cyclic β-amino carbonyl derivatives by a formal [3 + 2] photocycloaddition
title_full_unstemmed Asymmetric synthesis of cyclic β-amino carbonyl derivatives by a formal [3 + 2] photocycloaddition
title_sort Asymmetric synthesis of cyclic β-amino carbonyl derivatives by a formal [3 + 2] photocycloaddition
dc.creator.none.fl_str_mv Mollari, Leonardo
Valle-Amores, Miguel A.
Martínez-Gualda, Ana M.
Marzo, Leyre
Fraile Carrasco, Alberto
Alemán Lara, José Julián
author Mollari, Leonardo
author_facet Mollari, Leonardo
Valle-Amores, Miguel A.
Martínez-Gualda, Ana M.
Marzo, Leyre
Fraile Carrasco, Alberto
Alemán Lara, José Julián
author_role author
author2 Valle-Amores, Miguel A.
Martínez-Gualda, Ana M.
Marzo, Leyre
Fraile Carrasco, Alberto
Alemán Lara, José Julián
author2_role author
author
author
author
author
dc.contributor.none.fl_str_mv Departamento de Química Orgánica
Facultad de Ciencias
dc.subject.none.fl_str_mv Alkene
Cross-Coupling Reactions
Photocatalysis
Química
topic Alkene
Cross-Coupling Reactions
Photocatalysis
Química
description Herein, a visible-light mediated strategy unlocking a family of cyclic β-amino carbonyl derivatives bearing three contiguous stereogenic centres is introduced. The overall reactivity relies on the performance of the substrate-catalyst complex to assist both the enantiocontrol and the photoredox tasks. This transformation led to an enantioselective [3 + 2] photocycloaddition between coordinated α,β-unsaturated acyl imidazoles and cyclopropylamine derivatives
publishDate 2021
dc.date.none.fl_str_mv 2021
2021-12-13
dc.type.none.fl_str_mv research article
http://purl.org/coar/resource_type/c_2df8fbb1
AM
http://purl.org/coar/version/c_ab4af688f83e57aa
dc.type.openaire.fl_str_mv info:eu-repo/semantics/article
format article
dc.identifier.none.fl_str_mv http://hdl.handle.net/10486/705754
https://dx.doi.org/10.1039/d1cc05867c
url http://hdl.handle.net/10486/705754
https://dx.doi.org/10.1039/d1cc05867c
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 647550
dc.rights.none.fl_str_mv open access
http://purl.org/coar/access_right/c_abf2
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
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
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score 15,300719

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