Asymmetric synthesis of meso- and (2R, 4R)-2,4-diaminoglutaric acids

In order to synthesize meso- and (2R,4R)-2,4-diaminoglutaric acids, a synthetic route has been developed starting from Garner's aldehyde and where the key steps are the asymmetric hydrogenations of (E)- and (Z)-(R)-3-tert-butoxycarbonyl-2,2-dimethyl-4-[2'-(benzamido)-2' -(methoxycarbo...

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Autores: Avenoza, A. [0000-0002-5465-3555], Cativiela, C., Peregrina, J.M. [0000-0003-3778-7065], Zurbano, M.M. [0000-0001-6370-3537]
Tipo de recurso: artículo
Estado:Versión publicada
Fecha de publicación:1997
País:España
Institución:Universidad de La Rioja (UR)
Repositorio:RIUR. Repositorio Institucional de la Universidad de La Rioja
OAI Identifier:oai:portal.dialnet.es:doc/5bbc68feb750603269e8131d
Acceso en línea:https://investigacion.unirioja.es/documentos/5bbc68feb750603269e8131d
Access Level:acceso abierto
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spelling Asymmetric synthesis of meso- and (2R, 4R)-2,4-diaminoglutaric acidsAvenoza, A. [0000-0002-5465-3555]Cativiela, C.Peregrina, J.M. [0000-0003-3778-7065]Zurbano, M.M. [0000-0001-6370-3537]In order to synthesize meso- and (2R,4R)-2,4-diaminoglutaric acids, a synthetic route has been developed starting from Garner's aldehyde and where the key steps are the asymmetric hydrogenations of (E)- and (Z)-(R)-3-tert-butoxycarbonyl-2,2-dimethyl-4-[2'-(benzamido)-2' -(methoxycarbonyl)ethenyl]-1,3-oxazolidine, under heterogeneous conditions, followed by oxidation and further hydrolysis. A model is proposed to explain the stereochemical outcome of the asymmetric hydrogenation.1997info:eu-repo/semantics/articleSubtype: Articleinfo:eu-repo/semantics/publishedVersionapplication/pdfhttps://investigacion.unirioja.es/documentos/5bbc68feb750603269e8131dreponame:RIUR. Repositorio Institucional de la Universidad de La Riojainstname:Universidad de La Rioja (UR)Inglésinfo:eu-repo/semantics/altIdentifier/doi/10.1016/S0957-4166(97)00044-Xinfo:eu-repo/semantics/altIdentifier/wos/WOS:A1997WQ93300015info:eu-repo/semantics/altIdentifier/pissn/0957-4166Asymmetric synthesis of meso- and (2R, 4R)-2,4-diaminoglutaric acids, 1997, vol. 8, núm. 6, pág. 863-871info:eu-repo/semantics/openAccessoai:portal.dialnet.es:doc/5bbc68feb750603269e8131d2026-06-14T12:47:17Z
dc.title.none.fl_str_mv Asymmetric synthesis of meso- and (2R, 4R)-2,4-diaminoglutaric acids
title Asymmetric synthesis of meso- and (2R, 4R)-2,4-diaminoglutaric acids
spellingShingle Asymmetric synthesis of meso- and (2R, 4R)-2,4-diaminoglutaric acids
Avenoza, A. [0000-0002-5465-3555]
title_short Asymmetric synthesis of meso- and (2R, 4R)-2,4-diaminoglutaric acids
title_full Asymmetric synthesis of meso- and (2R, 4R)-2,4-diaminoglutaric acids
title_fullStr Asymmetric synthesis of meso- and (2R, 4R)-2,4-diaminoglutaric acids
title_full_unstemmed Asymmetric synthesis of meso- and (2R, 4R)-2,4-diaminoglutaric acids
title_sort Asymmetric synthesis of meso- and (2R, 4R)-2,4-diaminoglutaric acids
dc.creator.none.fl_str_mv Avenoza, A. [0000-0002-5465-3555]
Cativiela, C.
Peregrina, J.M. [0000-0003-3778-7065]
Zurbano, M.M. [0000-0001-6370-3537]
author Avenoza, A. [0000-0002-5465-3555]
author_facet Avenoza, A. [0000-0002-5465-3555]
Cativiela, C.
Peregrina, J.M. [0000-0003-3778-7065]
Zurbano, M.M. [0000-0001-6370-3537]
author_role author
author2 Cativiela, C.
Peregrina, J.M. [0000-0003-3778-7065]
Zurbano, M.M. [0000-0001-6370-3537]
author2_role author
author
author
description In order to synthesize meso- and (2R,4R)-2,4-diaminoglutaric acids, a synthetic route has been developed starting from Garner's aldehyde and where the key steps are the asymmetric hydrogenations of (E)- and (Z)-(R)-3-tert-butoxycarbonyl-2,2-dimethyl-4-[2'-(benzamido)-2' -(methoxycarbonyl)ethenyl]-1,3-oxazolidine, under heterogeneous conditions, followed by oxidation and further hydrolysis. A model is proposed to explain the stereochemical outcome of the asymmetric hydrogenation.
publishDate 1997
dc.date.none.fl_str_mv 1997
dc.type.none.fl_str_mv info:eu-repo/semantics/article
Subtype: Article
info:eu-repo/semantics/publishedVersion
format article
status_str publishedVersion
dc.identifier.none.fl_str_mv https://investigacion.unirioja.es/documentos/5bbc68feb750603269e8131d
url https://investigacion.unirioja.es/documentos/5bbc68feb750603269e8131d
dc.language.none.fl_str_mv Inglés
language_invalid_str_mv Inglés
dc.relation.none.fl_str_mv info:eu-repo/semantics/altIdentifier/doi/10.1016/S0957-4166(97)00044-X
info:eu-repo/semantics/altIdentifier/wos/WOS:A1997WQ93300015
info:eu-repo/semantics/altIdentifier/pissn/0957-4166
Asymmetric synthesis of meso- and (2R, 4R)-2,4-diaminoglutaric acids, 1997, vol. 8, núm. 6, pág. 863-871
dc.rights.none.fl_str_mv info:eu-repo/semantics/openAccess
eu_rights_str_mv openAccess
dc.format.none.fl_str_mv application/pdf
dc.source.none.fl_str_mv reponame:RIUR. Repositorio Institucional de la Universidad de La Rioja
instname:Universidad de La Rioja (UR)
instname_str Universidad de La Rioja (UR)
reponame_str RIUR. Repositorio Institucional de la Universidad de La Rioja
collection RIUR. Repositorio Institucional de la Universidad de La Rioja
repository.name.fl_str_mv
repository.mail.fl_str_mv
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