Catalytic enantioselective synthesis of a-aryl a-hydrazino esters and amides
Catalysts generated by combinations of Pd(TFA)and 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...
| Autores: | , , , , , |
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| Tipo de recurso: | artículo |
| Estado: | Versión aceptada para publicación |
| Fecha de publicación: | 2020 |
| País: | España |
| Institución: | Consejo Superior de Investigaciones Científicas (CSIC) |
| Repositorio: | DIGITAL.CSIC. Repositorio Institucional del CSIC |
| OAI Identifier: | oai:digital.csic.es:10261/219719 |
| Acceso en línea: | http://hdl.handle.net/10261/219719 |
| Access Level: | acceso abierto |
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Catalytic enantioselective synthesis of a-aryl a-hydrazino esters and amidesVelázquez, MartaAlberca, SaúlIglesias-Sigüenza, JavierFernández, RosarioLassaletta, José M.Monge, DavidCatalysts generated by combinations of Pd(TFA)and 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 Chemistry (UK)Consejo Superior de Investigaciones Científicas [https://ror.org/02gfc7t72]2020202020202020info:eu-repo/semantics/articlehttp://purl.org/coar/resource_type/c_6501Postprintinfo:eu-repo/semantics/acceptedVersionhttp://hdl.handle.net/10261/219719reponame:DIGITAL.CSIC. Repositorio Institucional del CSICinstname:Consejo Superior de Investigaciones Científicas (CSIC)Ingléshttp://dx.doi.org/10.1039/d0cc02478cSíinfo:eu-repo/semantics/openAccessoai:digital.csic.es:10261/2197192026-05-22T06:33:51Z |
| 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, 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, Marta Alberca, Saúl Iglesias-Sigüenza, Javier Fernández, Rosario Lassaletta, José M. Monge, David |
| author |
Velázquez, Marta |
| author_facet |
Velázquez, Marta Alberca, Saúl Iglesias-Sigüenza, Javier Fernández, Rosario Lassaletta, José M. Monge, David |
| author_role |
author |
| author2 |
Alberca, Saúl Iglesias-Sigüenza, Javier Fernández, Rosario Lassaletta, José M. Monge, David |
| author2_role |
author author author author author |
| dc.contributor.none.fl_str_mv |
Consejo Superior de Investigaciones Científicas [https://ror.org/02gfc7t72] |
| description |
Catalysts generated by combinations of Pd(TFA)and 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 2020 2020 2020 |
| dc.type.none.fl_str_mv |
info:eu-repo/semantics/article http://purl.org/coar/resource_type/c_6501 Postprint info:eu-repo/semantics/acceptedVersion |
| format |
article |
| status_str |
acceptedVersion |
| dc.identifier.none.fl_str_mv |
http://hdl.handle.net/10261/219719 |
| url |
http://hdl.handle.net/10261/219719 |
| dc.language.none.fl_str_mv |
Inglés |
| language_invalid_str_mv |
Inglés |
| dc.relation.none.fl_str_mv |
http://dx.doi.org/10.1039/d0cc02478c Sí |
| dc.rights.none.fl_str_mv |
info:eu-repo/semantics/openAccess |
| eu_rights_str_mv |
openAccess |
| dc.publisher.none.fl_str_mv |
Royal Society of Chemistry (UK) |
| publisher.none.fl_str_mv |
Royal Society of Chemistry (UK) |
| dc.source.none.fl_str_mv |
reponame:DIGITAL.CSIC. Repositorio Institucional del CSIC instname:Consejo Superior de Investigaciones Científicas (CSIC) |
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Consejo Superior de Investigaciones Científicas (CSIC) |
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DIGITAL.CSIC. Repositorio Institucional del CSIC |
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DIGITAL.CSIC. Repositorio Institucional del CSIC |
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| repository.mail.fl_str_mv |
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| _version_ |
1869417800829763584 |
| score |
15,812429 |