Catalytic Enantioselective Synthesis of a-aryl a-hydrazino Esters and Amides

Catalysts generated by combinations of Pd(TFA)2and pyridine-hydrazone ligands have allowed the asymmetric 1,2-addition of aryl boronic acids toN-carbamoyl (Cbz and Fmoc) protected glyoxylate-derived hydrazones, yielding a-aryl a-hydrazino esters/amides in high enantioselectivities. Subsequent remova...

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Autores: Velázquez Muñoz, Marta, Alberca Manzano, Saúl, Iglesias Sigüenza, Francisco Javier, Fernández Fernández, Rosario Fátima, Lassaletta, José M., Monge Fernández, David
Tipo de recurso: artículo
Estado:Versión aceptada para publicación
Fecha de publicación:2020
País:España
Institución:Universidad de Sevilla (US)
Repositorio:idUS. Depósito de Investigación de la Universidad de Sevilla
OAI Identifier:oai:idus.us.es:11441/139898
Acceso en línea:https://hdl.handle.net/11441/139898
https://doi.org/10.1039/d0cc02478c
Access Level:acceso abierto
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spelling Catalytic Enantioselective Synthesis of a-aryl a-hydrazino Esters and AmidesVelázquez Muñoz, MartaAlberca Manzano, SaúlIglesias Sigüenza, Francisco JavierFernández Fernández, Rosario FátimaLassaletta, José M. Monge Fernández, DavidCatalysts generated by combinations of Pd(TFA)2and pyridine-hydrazone ligands have allowed the asymmetric 1,2-addition of aryl boronic acids toN-carbamoyl (Cbz and Fmoc) protected glyoxylate-derived hydrazones, yielding a-aryl a-hydrazino esters/amides in high enantioselectivities. Subsequent removal of the carbamoyl moiety affords key building blocks en route to hydrazinopeptides,N-aminopeptides and peptidomimetics thereof.Royal Society of ChemistryQuímica Orgánica2020info:eu-repo/semantics/articleinfo:eu-repo/semantics/acceptedVersionapplication/pdfapplication/pdfhttps://hdl.handle.net/11441/139898https://doi.org/10.1039/d0cc02478creponame:idUS. Depósito de Investigación de la Universidad de Sevillainstname:Universidad de Sevilla (US)InglésChemical Communications, 56 (43), 5823-5826.https://dx.doi.org/10.1039/d0cc02478cinfo:eu-repo/semantics/openAccessoai:idus.us.es:11441/1398982026-06-17T12:51:07Z
dc.title.none.fl_str_mv Catalytic Enantioselective Synthesis of a-aryl a-hydrazino Esters and Amides
title Catalytic Enantioselective Synthesis of a-aryl a-hydrazino Esters and Amides
spellingShingle Catalytic Enantioselective Synthesis of a-aryl a-hydrazino Esters and Amides
Velázquez Muñoz, Marta
title_short Catalytic Enantioselective Synthesis of a-aryl a-hydrazino Esters and Amides
title_full Catalytic Enantioselective Synthesis of a-aryl a-hydrazino Esters and Amides
title_fullStr Catalytic Enantioselective Synthesis of a-aryl a-hydrazino Esters and Amides
title_full_unstemmed Catalytic Enantioselective Synthesis of a-aryl a-hydrazino Esters and Amides
title_sort Catalytic Enantioselective Synthesis of a-aryl a-hydrazino Esters and Amides
dc.creator.none.fl_str_mv Velázquez Muñoz, Marta
Alberca Manzano, Saúl
Iglesias Sigüenza, Francisco Javier
Fernández Fernández, Rosario Fátima
Lassaletta, José M.
Monge Fernández, David
author Velázquez Muñoz, Marta
author_facet Velázquez Muñoz, Marta
Alberca Manzano, Saúl
Iglesias Sigüenza, Francisco Javier
Fernández Fernández, Rosario Fátima
Lassaletta, José M.
Monge Fernández, David
author_role author
author2 Alberca Manzano, Saúl
Iglesias Sigüenza, Francisco Javier
Fernández Fernández, Rosario Fátima
Lassaletta, José M.
Monge Fernández, David
author2_role author
author
author
author
author
dc.contributor.none.fl_str_mv Química Orgánica
description Catalysts generated by combinations of Pd(TFA)2and pyridine-hydrazone ligands have allowed the asymmetric 1,2-addition of aryl boronic acids toN-carbamoyl (Cbz and Fmoc) protected glyoxylate-derived hydrazones, yielding a-aryl a-hydrazino esters/amides in high enantioselectivities. Subsequent removal of the carbamoyl moiety affords key building blocks en route to hydrazinopeptides,N-aminopeptides and peptidomimetics thereof.
publishDate 2020
dc.date.none.fl_str_mv 2020
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 https://hdl.handle.net/11441/139898
https://doi.org/10.1039/d0cc02478c
url https://hdl.handle.net/11441/139898
https://doi.org/10.1039/d0cc02478c
dc.language.none.fl_str_mv Inglés
language_invalid_str_mv Inglés
dc.relation.none.fl_str_mv Chemical Communications, 56 (43), 5823-5826.
https://dx.doi.org/10.1039/d0cc02478c
dc.rights.none.fl_str_mv info:eu-repo/semantics/openAccess
eu_rights_str_mv openAccess
dc.format.none.fl_str_mv application/pdf
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:idUS. Depósito de Investigación de la Universidad de Sevilla
instname:Universidad de Sevilla (US)
instname_str Universidad de Sevilla (US)
reponame_str idUS. Depósito de Investigación de la Universidad de Sevilla
collection idUS. Depósito de Investigación de la Universidad de Sevilla
repository.name.fl_str_mv
repository.mail.fl_str_mv
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score 15,300719

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