An Electrophilic Bromine Redox Catalysis Manifold for Indole Alkaloid Building Blocks from Selective Aliphatic C-H Amination

A new homogeneous bromine(-I/I) redox catalysis is described, which is based on monomeric bromine(I) compounds containing transferable phthalimidato groups. These catalysts enable intermolecular C-H amination reactions at previously unaccessible aliphatic positions and thus enlarge the synthetic pot...

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Detalles Bibliográficos
Autores: Bergès, Julien, García, Belén, Muñiz, Kilian
Tipo de recurso: artículo
Estado:Versión aceptada para publicación
Fecha de publicación:2018
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:2072/356011
Acceso en línea:http://hdl.handle.net/2072/356011
https://doi.org/10.1002/anie.201808939
Access Level:acceso abierto
Palabra clave:54
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spelling An Electrophilic Bromine Redox Catalysis Manifold for Indole Alkaloid Building Blocks from Selective Aliphatic C-H AminationBergès, JulienGarcía, BelénMuñiz, Kilian54A new homogeneous bromine(-I/I) redox catalysis is described, which is based on monomeric bromine(I) compounds containing transferable phthalimidato groups. These catalysts enable intermolecular C-H amination reactions at previously unaccessible aliphatic positions and thus enlarge the synthetic potential of direct C- N bond formation including its application in alkaloid building block synthesis. This aspect is demonstrated for a new synthetic approach to aspidospermidine. In addition to the catalysis development, the structures of the involved bromine(I) key catalysts were fully elucidated including X-ray analyses.2018info:eu-repo/semantics/articleinfo:eu-repo/semantics/acceptedVersion15891 p.application/pdfhttp://hdl.handle.net/2072/356011https://doi.org/10.1002/anie.201808939RECERCAT (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)InglésL'accés als continguts d'aquest document queda condicionat a l'acceptació de les condicions d'ús establertes per la següent llicència Creative Commons:http://creativecommons.org/licenses/by-nc-nd/4.0/info:eu-repo/semantics/openAccessoai:recercat.cat:2072/3560112026-05-29T05:05:01Z
dc.title.none.fl_str_mv An Electrophilic Bromine Redox Catalysis Manifold for Indole Alkaloid Building Blocks from Selective Aliphatic C-H Amination
title An Electrophilic Bromine Redox Catalysis Manifold for Indole Alkaloid Building Blocks from Selective Aliphatic C-H Amination
spellingShingle An Electrophilic Bromine Redox Catalysis Manifold for Indole Alkaloid Building Blocks from Selective Aliphatic C-H Amination
Bergès, Julien
54
title_short An Electrophilic Bromine Redox Catalysis Manifold for Indole Alkaloid Building Blocks from Selective Aliphatic C-H Amination
title_full An Electrophilic Bromine Redox Catalysis Manifold for Indole Alkaloid Building Blocks from Selective Aliphatic C-H Amination
title_fullStr An Electrophilic Bromine Redox Catalysis Manifold for Indole Alkaloid Building Blocks from Selective Aliphatic C-H Amination
title_full_unstemmed An Electrophilic Bromine Redox Catalysis Manifold for Indole Alkaloid Building Blocks from Selective Aliphatic C-H Amination
title_sort An Electrophilic Bromine Redox Catalysis Manifold for Indole Alkaloid Building Blocks from Selective Aliphatic C-H Amination
dc.creator.none.fl_str_mv Bergès, Julien
García, Belén
Muñiz, Kilian
author Bergès, Julien
author_facet Bergès, Julien
García, Belén
Muñiz, Kilian
author_role author
author2 García, Belén
Muñiz, Kilian
author2_role author
author
dc.subject.none.fl_str_mv 54
topic 54
description A new homogeneous bromine(-I/I) redox catalysis is described, which is based on monomeric bromine(I) compounds containing transferable phthalimidato groups. These catalysts enable intermolecular C-H amination reactions at previously unaccessible aliphatic positions and thus enlarge the synthetic potential of direct C- N bond formation including its application in alkaloid building block synthesis. This aspect is demonstrated for a new synthetic approach to aspidospermidine. In addition to the catalysis development, the structures of the involved bromine(I) key catalysts were fully elucidated including X-ray analyses.
publishDate 2018
dc.date.none.fl_str_mv 2018
dc.type.none.fl_str_mv info:eu-repo/semantics/article
info:eu-repo/semantics/acceptedVersion
format article
status_str acceptedVersion
dc.identifier.none.fl_str_mv http://hdl.handle.net/2072/356011
https://doi.org/10.1002/anie.201808939
url http://hdl.handle.net/2072/356011
https://doi.org/10.1002/anie.201808939
dc.language.none.fl_str_mv Inglés
language_invalid_str_mv Inglés
dc.rights.none.fl_str_mv info:eu-repo/semantics/openAccess
eu_rights_str_mv openAccess
dc.format.none.fl_str_mv 15891 p.
application/pdf
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
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