Regiodivergent sp3 C–H Functionalization via Ni-Catalyzed Chain-Walking Reactions

The catalytic translocation of a metal catalyst along a saturated hydrocarbon side chain constitutes a powerful strategy for enabling bond-forming reactions at remote, yet previously unfunctionalized, sp3 C–H sites. In recent years, Ni-catalyzed chain-walking reactions have offered counterintuitive...

Descripción completa

Detalles Bibliográficos
Autores: Rodrigalvarez, Jesus, Haut, Franz-Lucas, Martin, Ruben
Tipo de recurso: artículo
Estado:Versión publicada
Fecha de publicación:2023
País:España
Institución:Varias* (Consorci de Biblioteques Universitáries de Catalunya, Centre de Serveis Científics i Acadèmics de Catalunya)
Repositorio:Recercat. Dipósit de la Recerca de Catalunya
OAI Identifier:oai:recercat.cat:2072/537176
Acceso en línea:http://hdl.handle.net/2072/537176
https://doi.org/10.1021/jacsau.3c00617
Access Level:acceso abierto
Palabra clave:Química
00
id ES_59c49c65a03d4d4e65c475b9c8f67c64
oai_identifier_str oai:recercat.cat:2072/537176
network_acronym_str ES
network_name_str España
repository_id_str
spelling Regiodivergent sp3 C–H Functionalization via Ni-Catalyzed Chain-Walking ReactionsRodrigalvarez, JesusHaut, Franz-LucasMartin, RubenQuímica00The catalytic translocation of a metal catalyst along a saturated hydrocarbon side chain constitutes a powerful strategy for enabling bond-forming reactions at remote, yet previously unfunctionalized, sp3 C–H sites. In recent years, Ni-catalyzed chain-walking reactions have offered counterintuitive strategies for forging sp3 architectures that would be difficult to accomplish otherwise. Although these strategies have evolved into mature tools for advanced organic synthesis, it was only recently that chemists showed the ability to control the motion at which the catalyst “walks” throughout the alkyl chain. Specialized ligand backbones, additives and a judicious choice of noninnocent functional groups on the side chain have allowed the design of “a la carte” protocols that enable regiodivergent bond-forming scenarios at different sp3 C–H sites with distinct topological surface areas. Given the inherent interest in increasing the fraction of sp3 hybridized carbons in medicinal chemistry, Ni-catalyzed regiodivergent chain-walking reactions might expedite the access to target leads in drug discovery campaigns.ACS Publications2023info:eu-repo/semantics/articleinfo:eu-repo/semantics/publishedVersion13 p.application/pdfhttp://hdl.handle.net/2072/537176https://doi.org/10.1021/jacsau.3c00617RECERCAT (Dipòsit de la Recerca de Catalunya)reponame:Recercat. Dipósit de la Recerca de Catalunyainstname:Varias* (Consorci de Biblioteques Universitáries de Catalunya, Centre de Serveis Científics i Acadèmics de Catalunya)InglésFEDER/MCI PID2021-123801NB-I00European Research Council (ERC) under European Union’s Horizon 2020 research and innovation program (grant agreement 883756)J.R. and F.-L.H. thank the European Union’s Horizon 2020 research and innovation programme under the Marie Skłodowska-Curie grant agreement 101105032 and Alexander von Humboldt Foundation for a Feodor Lynen Research Fellowship.CC-BY-NC-ND 4.0info:eu-repo/semantics/openAccessoai:recercat.cat:2072/5371762026-05-29T05:05:01Z
dc.title.none.fl_str_mv Regiodivergent sp3 C–H Functionalization via Ni-Catalyzed Chain-Walking Reactions
title Regiodivergent sp3 C–H Functionalization via Ni-Catalyzed Chain-Walking Reactions
spellingShingle Regiodivergent sp3 C–H Functionalization via Ni-Catalyzed Chain-Walking Reactions
Rodrigalvarez, Jesus
Química
00
title_short Regiodivergent sp3 C–H Functionalization via Ni-Catalyzed Chain-Walking Reactions
title_full Regiodivergent sp3 C–H Functionalization via Ni-Catalyzed Chain-Walking Reactions
title_fullStr Regiodivergent sp3 C–H Functionalization via Ni-Catalyzed Chain-Walking Reactions
title_full_unstemmed Regiodivergent sp3 C–H Functionalization via Ni-Catalyzed Chain-Walking Reactions
title_sort Regiodivergent sp3 C–H Functionalization via Ni-Catalyzed Chain-Walking Reactions
dc.creator.none.fl_str_mv Rodrigalvarez, Jesus
Haut, Franz-Lucas
Martin, Ruben
author Rodrigalvarez, Jesus
author_facet Rodrigalvarez, Jesus
Haut, Franz-Lucas
Martin, Ruben
author_role author
author2 Haut, Franz-Lucas
Martin, Ruben
author2_role author
author
dc.subject.none.fl_str_mv Química
00
topic Química
00
description The catalytic translocation of a metal catalyst along a saturated hydrocarbon side chain constitutes a powerful strategy for enabling bond-forming reactions at remote, yet previously unfunctionalized, sp3 C–H sites. In recent years, Ni-catalyzed chain-walking reactions have offered counterintuitive strategies for forging sp3 architectures that would be difficult to accomplish otherwise. Although these strategies have evolved into mature tools for advanced organic synthesis, it was only recently that chemists showed the ability to control the motion at which the catalyst “walks” throughout the alkyl chain. Specialized ligand backbones, additives and a judicious choice of noninnocent functional groups on the side chain have allowed the design of “a la carte” protocols that enable regiodivergent bond-forming scenarios at different sp3 C–H sites with distinct topological surface areas. Given the inherent interest in increasing the fraction of sp3 hybridized carbons in medicinal chemistry, Ni-catalyzed regiodivergent chain-walking reactions might expedite the access to target leads in drug discovery campaigns.
publishDate 2023
dc.date.none.fl_str_mv 2023
dc.type.none.fl_str_mv info:eu-repo/semantics/article
info:eu-repo/semantics/publishedVersion
format article
status_str publishedVersion
dc.identifier.none.fl_str_mv http://hdl.handle.net/2072/537176
https://doi.org/10.1021/jacsau.3c00617
url http://hdl.handle.net/2072/537176
https://doi.org/10.1021/jacsau.3c00617
dc.language.none.fl_str_mv Inglés
language_invalid_str_mv Inglés
dc.relation.none.fl_str_mv FEDER/MCI PID2021-123801NB-I00
European Research Council (ERC) under European Union’s Horizon 2020 research and innovation program (grant agreement 883756)
J.R. and F.-L.H. thank the European Union’s Horizon 2020 research and innovation programme under the Marie Skłodowska-Curie grant agreement 101105032 and Alexander von Humboldt Foundation for a Feodor Lynen Research Fellowship.
dc.rights.none.fl_str_mv CC-BY-NC-ND 4.0
info:eu-repo/semantics/openAccess
rights_invalid_str_mv CC-BY-NC-ND 4.0
eu_rights_str_mv openAccess
dc.format.none.fl_str_mv 13 p.
application/pdf
dc.publisher.none.fl_str_mv ACS Publications
publisher.none.fl_str_mv ACS Publications
dc.source.none.fl_str_mv RECERCAT (Dipòsit de la Recerca de Catalunya)
reponame:Recercat. Dipósit de la Recerca de Catalunya
instname:Varias* (Consorci de Biblioteques Universitáries de Catalunya, Centre de Serveis Científics i Acadèmics de Catalunya)
instname_str Varias* (Consorci de Biblioteques Universitáries de Catalunya, Centre de Serveis Científics i Acadèmics de Catalunya)
reponame_str Recercat. Dipósit de la Recerca de Catalunya
collection Recercat. Dipósit de la Recerca de Catalunya
repository.name.fl_str_mv
repository.mail.fl_str_mv
_version_ 1869408648504016896
score 15,811543

Similares en LA Referencia