Harnessing the elusive 1,4-reduction of vinyl epoxides through copper catalysis

This document is the Accepted Manuscript version of a Published Work that appeared in final form in ACS Catalysis, copyright © American Chemical Society after peer review and technical editing by the publisher. To access the final edited and published work see https://pubs.acs.org/doi/10.1021/acscat...

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Detalhes bibliográficos
Autores: Amenós, Laura, Nóvoa, Luis, Trulli, Laura, Arroyo-Bondiá, Ana, Parra, Alejandro, Tortosa Manzanares, Mariola
Formato: artículo
Fecha de publicación:2019
País:España
Recursos:Universidad Autónoma de Madrid
Repositorio:Biblos-e Archivo. Repositorio Institucional de la UAM
Idioma:inglés
OAI Identifier:oai:repositorio.uam.es:10486/693790
Acesso em linha:http://hdl.handle.net/10486/693790
https://dx.doi.org/10.1021/acscatal.9b02005
Access Level:acceso abierto
Palavra-chave:allylic alcohols
borylation
copper catalysis
skipped dienes
vinyl epoxides
Química
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spelling Harnessing the elusive 1,4-reduction of vinyl epoxides through copper catalysisAmenós, LauraNóvoa, LuisTrulli, LauraArroyo-Bondiá, AnaParra, AlejandroTortosa Manzanares, Mariolaallylic alcoholsborylationcopper catalysisskipped dienesvinyl epoxidesQuímicaThis document is the Accepted Manuscript version of a Published Work that appeared in final form in ACS Catalysis, copyright © American Chemical Society after peer review and technical editing by the publisher. To access the final edited and published work see https://pubs.acs.org/doi/10.1021/acscatal.9b02005We present an efficient strategy for the formal 1,4-reduction of vinyl epoxides that does not require superstoichiometric amounts of a strong reductant. Using a readily available copper catalyst and a diboron compound, a wide variety of enantioenriched allylic alcohols have been prepared. Additionally, epoxyenynes have been reduced in a 1,4-manner to selectively afford skipped enynes or skipped dienes.We thank the European Research Council (ERC-337776) and MINECO (CTQ2016-78779-R) for financial supportAmerican Chemical SocietyDepartamento de Química OrgánicaFacultad de Ciencias20192019-06-18research articlehttp://purl.org/coar/resource_type/c_2df8fbb1AMhttp://purl.org/coar/version/c_ab4af688f83e57aainfo:eu-repo/semantics/articleapplication/pdfhttp://hdl.handle.net/10486/693790https://dx.doi.org/10.1021/acscatal.9b02005reponame:Biblos-e Archivo. Repositorio Institucional de la UAMinstname:Universidad Autónoma de MadridInglésengEuropean Commission http://dx.doi.org/10.13039/501100000780 Framework Programme Seven 337776open accesshttp://purl.org/coar/access_right/c_abf2info:eu-repo/semantics/openAccessoai:repositorio.uam.es:10486/6937902026-06-23T12:46:27Z
dc.title.none.fl_str_mv Harnessing the elusive 1,4-reduction of vinyl epoxides through copper catalysis
title Harnessing the elusive 1,4-reduction of vinyl epoxides through copper catalysis
spellingShingle Harnessing the elusive 1,4-reduction of vinyl epoxides through copper catalysis
Amenós, Laura
allylic alcohols
borylation
copper catalysis
skipped dienes
vinyl epoxides
Química
title_short Harnessing the elusive 1,4-reduction of vinyl epoxides through copper catalysis
title_full Harnessing the elusive 1,4-reduction of vinyl epoxides through copper catalysis
title_fullStr Harnessing the elusive 1,4-reduction of vinyl epoxides through copper catalysis
title_full_unstemmed Harnessing the elusive 1,4-reduction of vinyl epoxides through copper catalysis
title_sort Harnessing the elusive 1,4-reduction of vinyl epoxides through copper catalysis
dc.creator.none.fl_str_mv Amenós, Laura
Nóvoa, Luis
Trulli, Laura
Arroyo-Bondiá, Ana
Parra, Alejandro
Tortosa Manzanares, Mariola
author Amenós, Laura
author_facet Amenós, Laura
Nóvoa, Luis
Trulli, Laura
Arroyo-Bondiá, Ana
Parra, Alejandro
Tortosa Manzanares, Mariola
author_role author
author2 Nóvoa, Luis
Trulli, Laura
Arroyo-Bondiá, Ana
Parra, Alejandro
Tortosa Manzanares, Mariola
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 allylic alcohols
borylation
copper catalysis
skipped dienes
vinyl epoxides
Química
topic allylic alcohols
borylation
copper catalysis
skipped dienes
vinyl epoxides
Química
description This document is the Accepted Manuscript version of a Published Work that appeared in final form in ACS Catalysis, copyright © American Chemical Society after peer review and technical editing by the publisher. To access the final edited and published work see https://pubs.acs.org/doi/10.1021/acscatal.9b02005
publishDate 2019
dc.date.none.fl_str_mv 2019
2019-06-18
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/10486/693790
https://dx.doi.org/10.1021/acscatal.9b02005
url http://hdl.handle.net/10486/693790
https://dx.doi.org/10.1021/acscatal.9b02005
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 Framework Programme Seven 337776
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 American Chemical Society
publisher.none.fl_str_mv American Chemical Society
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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