Site-Selective Functionalization of C(sp3) Vicinal Boronic Esters

Selective functionalization of the C-B bond in 1,2-bis(boronate) esters has emerged as a powerful tool to prepare 1,2-difunctionalized compounds with stereocontrol. Selective Suzuki cross-coupling, oxidation, amination, and homologation reactions serve as platforms to prepare a wide variety of compo...

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Detalles Bibliográficos
Autores: Viso, Alma, Fernández de la Pradilla, Roberto, Tortosa, Mariola
Tipo de recurso: artículo
Fecha de publicación:2022
País:España
Institución:Consejo Superior de Investigaciones Científicas (CSIC)
Repositorio:DIGITAL.CSIC. Repositorio Institucional del CSIC
OAI Identifier:oai:digital.csic.es:10261/343627
Acceso en línea:http://hdl.handle.net/10261/343627
https://doi.org/10.1021/acscatal.2c02857
Access Level:acceso abierto
Palabra clave:Boron
Vicinal boronates
Suzuki-Miyaura cross-coupling
1,2-shift
Boronate allylation
Site selective functionalization
Boro-Wittig reaction
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spelling Site-Selective Functionalization of C(sp3) Vicinal Boronic EstersViso, AlmaFernández de la Pradilla, RobertoTortosa, MariolaBoronVicinal boronatesSuzuki-Miyaura cross-coupling1,2-shiftBoronate allylationSite selective functionalizationBoro-Wittig reactionSelective functionalization of the C-B bond in 1,2-bis(boronate) esters has emerged as a powerful tool to prepare 1,2-difunctionalized compounds with stereocontrol. Selective Suzuki cross-coupling, oxidation, amination, and homologation reactions serve as platforms to prepare a wide variety of compounds from a common intermediate. The exquisite selectivity offered and their easy preparation from feedstock material using a myriad of catalytic transformations make them attractive building blocks for the preparation of complex molecules. In this Perspective, we summarize the examples of selective C-B bond functionalization of vicinal bis(boronates), attending to the nature of the C-B bond functionalization.This work was supported by the MICINN (PID2019-107380GB-I00)Peer reviewedMinisterio de Ciencia e Innovación (España)Consejo Superior de Investigaciones Científicas [https://ror.org/02gfc7t72]202420242022info:eu-repo/semantics/articlehttp://purl.org/coar/resource_type/c_6501http://hdl.handle.net/10261/343627https://doi.org/10.1021/acscatal.2c02857reponame:DIGITAL.CSIC. Repositorio Institucional del CSICinstname:Consejo Superior de Investigaciones Científicas (CSIC)InglésACS CatalysisSíinfo:eu-repo/semantics/openAccessoai:digital.csic.es:10261/3436272026-05-22T06:33:51Z
dc.title.none.fl_str_mv Site-Selective Functionalization of C(sp3) Vicinal Boronic Esters
title Site-Selective Functionalization of C(sp3) Vicinal Boronic Esters
spellingShingle Site-Selective Functionalization of C(sp3) Vicinal Boronic Esters
Viso, Alma
Boron
Vicinal boronates
Suzuki-Miyaura cross-coupling
1,2-shift
Boronate allylation
Site selective functionalization
Boro-Wittig reaction
title_short Site-Selective Functionalization of C(sp3) Vicinal Boronic Esters
title_full Site-Selective Functionalization of C(sp3) Vicinal Boronic Esters
title_fullStr Site-Selective Functionalization of C(sp3) Vicinal Boronic Esters
title_full_unstemmed Site-Selective Functionalization of C(sp3) Vicinal Boronic Esters
title_sort Site-Selective Functionalization of C(sp3) Vicinal Boronic Esters
dc.creator.none.fl_str_mv Viso, Alma
Fernández de la Pradilla, Roberto
Tortosa, Mariola
author Viso, Alma
author_facet Viso, Alma
Fernández de la Pradilla, Roberto
Tortosa, Mariola
author_role author
author2 Fernández de la Pradilla, Roberto
Tortosa, Mariola
author2_role author
author
dc.contributor.none.fl_str_mv Ministerio de Ciencia e Innovación (España)
Consejo Superior de Investigaciones Científicas [https://ror.org/02gfc7t72]
dc.subject.none.fl_str_mv Boron
Vicinal boronates
Suzuki-Miyaura cross-coupling
1,2-shift
Boronate allylation
Site selective functionalization
Boro-Wittig reaction
topic Boron
Vicinal boronates
Suzuki-Miyaura cross-coupling
1,2-shift
Boronate allylation
Site selective functionalization
Boro-Wittig reaction
description Selective functionalization of the C-B bond in 1,2-bis(boronate) esters has emerged as a powerful tool to prepare 1,2-difunctionalized compounds with stereocontrol. Selective Suzuki cross-coupling, oxidation, amination, and homologation reactions serve as platforms to prepare a wide variety of compounds from a common intermediate. The exquisite selectivity offered and their easy preparation from feedstock material using a myriad of catalytic transformations make them attractive building blocks for the preparation of complex molecules. In this Perspective, we summarize the examples of selective C-B bond functionalization of vicinal bis(boronates), attending to the nature of the C-B bond functionalization.
publishDate 2022
dc.date.none.fl_str_mv 2022
2024
2024
dc.type.none.fl_str_mv info:eu-repo/semantics/article
http://purl.org/coar/resource_type/c_6501
format article
dc.identifier.none.fl_str_mv http://hdl.handle.net/10261/343627
https://doi.org/10.1021/acscatal.2c02857
url http://hdl.handle.net/10261/343627
https://doi.org/10.1021/acscatal.2c02857
dc.language.none.fl_str_mv Inglés
language_invalid_str_mv Inglés
dc.relation.none.fl_str_mv ACS Catalysis
Sí
dc.rights.none.fl_str_mv info:eu-repo/semantics/openAccess
eu_rights_str_mv openAccess
dc.source.none.fl_str_mv reponame:DIGITAL.CSIC. Repositorio Institucional del CSIC
instname:Consejo Superior de Investigaciones Científicas (CSIC)
instname_str Consejo Superior de Investigaciones Científicas (CSIC)
reponame_str DIGITAL.CSIC. Repositorio Institucional del CSIC
collection DIGITAL.CSIC. Repositorio Institucional del CSIC
repository.name.fl_str_mv
repository.mail.fl_str_mv
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score 15.812429

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