New active-iron based reducing system for carbonyl compounds and imines. Stereoselective reduction of cyclic ketones

Autores
Moglie, Yanina Fernanda; Alonso, Francisco; Vitale, Cristian Alejandro; Yus, Miguel; Radivoy, Gabriel Eduardo
Año de publicación
2006
Idioma
inglés
Tipo de recurso
artículo
Estado
versión publicada
Descripción
The reaction of different carbonyl compounds and imines with a mixture of iron(II) chloride tetrahydrate, an excess of lithium powder, and a catalytic amount of 4,4′-di-tert-butylbiphenyl (DTBB, 5 mol%) in THF at room temperature, led to the formation of the corresponding alcohols and amines, respectively. The process was also applied to the transformation of α,β-unsaturated carbonyl compounds into the corresponding saturated alcohols. The new reducing system exhibited good to excellent diastereoselectivity toward the reduction of different monocyclic and polycyclic ketones.
Fil: Moglie, Yanina Fernanda. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Bahía Blanca. Instituto de Química del Sur. Universidad Nacional del Sur. Departamento de Química. Instituto de Química del Sur; Argentina
Fil: Alonso, Francisco. Universidad de Alicante; España
Fil: Vitale, Cristian Alejandro. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Bahía Blanca. Instituto de Química del Sur. Universidad Nacional del Sur. Departamento de Química. Instituto de Química del Sur; Argentina
Fil: Yus, Miguel. Universidad de Alicante; España
Fil: Radivoy, Gabriel Eduardo. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Bahía Blanca. Instituto de Química del Sur. Universidad Nacional del Sur. Departamento de Química. Instituto de Química del Sur; Argentina
Materia
ACTIVE IRON
ALDEHYDES
ARENE CATALYSIS
IMINES
KETONES
REDUCTION
STEREOSELECTIVITY
Nivel de accesibilidad
acceso abierto
Condiciones de uso
https://creativecommons.org/licenses/by-nc-nd/2.5/ar/
Repositorio
CONICET Digital (CONICET)
Institución
Consejo Nacional de Investigaciones Científicas y Técnicas
OAI Identificador
oai:ri.conicet.gov.ar:11336/94256
Acceder
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network_acronym_str CONICETDig
repository_id_str 3498
network_name_str CONICET Digital (CONICET)
spelling New active-iron based reducing system for carbonyl compounds and imines. Stereoselective reduction of cyclic ketonesMoglie, Yanina FernandaAlonso, FranciscoVitale, Cristian AlejandroYus, MiguelRadivoy, Gabriel EduardoACTIVE IRONALDEHYDESARENE CATALYSISIMINESKETONESREDUCTIONSTEREOSELECTIVITYhttps://purl.org/becyt/ford/1.4https://purl.org/becyt/ford/1The reaction of different carbonyl compounds and imines with a mixture of iron(II) chloride tetrahydrate, an excess of lithium powder, and a catalytic amount of 4,4′-di-tert-butylbiphenyl (DTBB, 5 mol%) in THF at room temperature, led to the formation of the corresponding alcohols and amines, respectively. The process was also applied to the transformation of α,β-unsaturated carbonyl compounds into the corresponding saturated alcohols. The new reducing system exhibited good to excellent diastereoselectivity toward the reduction of different monocyclic and polycyclic ketones.Fil: Moglie, Yanina Fernanda. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Bahía Blanca. Instituto de Química del Sur. Universidad Nacional del Sur. Departamento de Química. Instituto de Química del Sur; ArgentinaFil: Alonso, Francisco. Universidad de Alicante; EspañaFil: Vitale, Cristian Alejandro. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Bahía Blanca. Instituto de Química del Sur. Universidad Nacional del Sur. Departamento de Química. Instituto de Química del Sur; ArgentinaFil: Yus, Miguel. Universidad de Alicante; EspañaFil: Radivoy, Gabriel Eduardo. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Bahía Blanca. Instituto de Química del Sur. Universidad Nacional del Sur. Departamento de Química. Instituto de Química del Sur; ArgentinaElsevier Science2006-03-20info:eu-repo/semantics/articleinfo:eu-repo/semantics/publishedVersionhttp://purl.org/coar/resource_type/c_6501info:ar-repo/semantics/articuloapplication/pdfapplication/pdfapplication/pdfapplication/pdfhttp://hdl.handle.net/11336/94256Moglie, Yanina Fernanda; Alonso, Francisco; Vitale, Cristian Alejandro; Yus, Miguel; Radivoy, Gabriel Eduardo; New active-iron based reducing system for carbonyl compounds and imines. Stereoselective reduction of cyclic ketones; Elsevier Science; Tetrahedron; 62; 12; 20-3-2006; 2812-28190040-4020CONICET DigitalCONICETenginfo:eu-repo/semantics/altIdentifier/url/https://www.sciencedirect.com/science/article/abs/pii/S0040402006000287info:eu-repo/semantics/altIdentifier/doi/10.1016/j.tet.2006.01.006info:eu-repo/semantics/openAccesshttps://creativecommons.org/licenses/by-nc-nd/2.5/ar/reponame:CONICET Digital (CONICET)instname:Consejo Nacional de Investigaciones Científicas y Técnicas2025-09-03T10:07:39Zoai:ri.conicet.gov.ar:11336/94256instacron:CONICETInstitucionalhttp://ri.conicet.gov.ar/Organismo científico-tecnológicoNo correspondehttp://ri.conicet.gov.ar/oai/requestdasensio@conicet.gov.ar; lcarlino@conicet.gov.arArgentinaNo correspondeNo correspondeNo correspondeopendoar:34982025-09-03 10:07:39.84CONICET Digital (CONICET) - Consejo Nacional de Investigaciones Científicas y Técnicasfalse
dc.title.none.fl_str_mv New active-iron based reducing system for carbonyl compounds and imines. Stereoselective reduction of cyclic ketones
title New active-iron based reducing system for carbonyl compounds and imines. Stereoselective reduction of cyclic ketones
spellingShingle New active-iron based reducing system for carbonyl compounds and imines. Stereoselective reduction of cyclic ketones
Moglie, Yanina Fernanda
ACTIVE IRON
ALDEHYDES
ARENE CATALYSIS
IMINES
KETONES
REDUCTION
STEREOSELECTIVITY
title_short New active-iron based reducing system for carbonyl compounds and imines. Stereoselective reduction of cyclic ketones
title_full New active-iron based reducing system for carbonyl compounds and imines. Stereoselective reduction of cyclic ketones
title_fullStr New active-iron based reducing system for carbonyl compounds and imines. Stereoselective reduction of cyclic ketones
title_full_unstemmed New active-iron based reducing system for carbonyl compounds and imines. Stereoselective reduction of cyclic ketones
title_sort New active-iron based reducing system for carbonyl compounds and imines. Stereoselective reduction of cyclic ketones
dc.creator.none.fl_str_mv Moglie, Yanina Fernanda
Alonso, Francisco
Vitale, Cristian Alejandro
Yus, Miguel
Radivoy, Gabriel Eduardo
author Moglie, Yanina Fernanda
author_facet Moglie, Yanina Fernanda
Alonso, Francisco
Vitale, Cristian Alejandro
Yus, Miguel
Radivoy, Gabriel Eduardo
author_role author
author2 Alonso, Francisco
Vitale, Cristian Alejandro
Yus, Miguel
Radivoy, Gabriel Eduardo
author2_role author
author
author
author
dc.subject.none.fl_str_mv ACTIVE IRON
ALDEHYDES
ARENE CATALYSIS
IMINES
KETONES
REDUCTION
STEREOSELECTIVITY
topic ACTIVE IRON
ALDEHYDES
ARENE CATALYSIS
IMINES
KETONES
REDUCTION
STEREOSELECTIVITY
purl_subject.fl_str_mv https://purl.org/becyt/ford/1.4
https://purl.org/becyt/ford/1
dc.description.none.fl_txt_mv The reaction of different carbonyl compounds and imines with a mixture of iron(II) chloride tetrahydrate, an excess of lithium powder, and a catalytic amount of 4,4′-di-tert-butylbiphenyl (DTBB, 5 mol%) in THF at room temperature, led to the formation of the corresponding alcohols and amines, respectively. The process was also applied to the transformation of α,β-unsaturated carbonyl compounds into the corresponding saturated alcohols. The new reducing system exhibited good to excellent diastereoselectivity toward the reduction of different monocyclic and polycyclic ketones.
Fil: Moglie, Yanina Fernanda. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Bahía Blanca. Instituto de Química del Sur. Universidad Nacional del Sur. Departamento de Química. Instituto de Química del Sur; Argentina
Fil: Alonso, Francisco. Universidad de Alicante; España
Fil: Vitale, Cristian Alejandro. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Bahía Blanca. Instituto de Química del Sur. Universidad Nacional del Sur. Departamento de Química. Instituto de Química del Sur; Argentina
Fil: Yus, Miguel. Universidad de Alicante; España
Fil: Radivoy, Gabriel Eduardo. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Bahía Blanca. Instituto de Química del Sur. Universidad Nacional del Sur. Departamento de Química. Instituto de Química del Sur; Argentina
description The reaction of different carbonyl compounds and imines with a mixture of iron(II) chloride tetrahydrate, an excess of lithium powder, and a catalytic amount of 4,4′-di-tert-butylbiphenyl (DTBB, 5 mol%) in THF at room temperature, led to the formation of the corresponding alcohols and amines, respectively. The process was also applied to the transformation of α,β-unsaturated carbonyl compounds into the corresponding saturated alcohols. The new reducing system exhibited good to excellent diastereoselectivity toward the reduction of different monocyclic and polycyclic ketones.
publishDate 2006
dc.date.none.fl_str_mv 2006-03-20
dc.type.none.fl_str_mv info:eu-repo/semantics/article
info:eu-repo/semantics/publishedVersion
http://purl.org/coar/resource_type/c_6501
info:ar-repo/semantics/articulo
format article
status_str publishedVersion
dc.identifier.none.fl_str_mv http://hdl.handle.net/11336/94256
Moglie, Yanina Fernanda; Alonso, Francisco; Vitale, Cristian Alejandro; Yus, Miguel; Radivoy, Gabriel Eduardo; New active-iron based reducing system for carbonyl compounds and imines. Stereoselective reduction of cyclic ketones; Elsevier Science; Tetrahedron; 62; 12; 20-3-2006; 2812-2819
0040-4020
CONICET Digital
CONICET
url http://hdl.handle.net/11336/94256
identifier_str_mv Moglie, Yanina Fernanda; Alonso, Francisco; Vitale, Cristian Alejandro; Yus, Miguel; Radivoy, Gabriel Eduardo; New active-iron based reducing system for carbonyl compounds and imines. Stereoselective reduction of cyclic ketones; Elsevier Science; Tetrahedron; 62; 12; 20-3-2006; 2812-2819
0040-4020
CONICET Digital
CONICET
dc.language.none.fl_str_mv eng
language eng
dc.relation.none.fl_str_mv info:eu-repo/semantics/altIdentifier/url/https://www.sciencedirect.com/science/article/abs/pii/S0040402006000287
info:eu-repo/semantics/altIdentifier/doi/10.1016/j.tet.2006.01.006
dc.rights.none.fl_str_mv info:eu-repo/semantics/openAccess
https://creativecommons.org/licenses/by-nc-nd/2.5/ar/
eu_rights_str_mv openAccess
rights_invalid_str_mv https://creativecommons.org/licenses/by-nc-nd/2.5/ar/
dc.format.none.fl_str_mv application/pdf
application/pdf
application/pdf
application/pdf
dc.publisher.none.fl_str_mv Elsevier Science
publisher.none.fl_str_mv Elsevier Science
dc.source.none.fl_str_mv reponame:CONICET Digital (CONICET)
instname:Consejo Nacional de Investigaciones Científicas y Técnicas
reponame_str CONICET Digital (CONICET)
collection CONICET Digital (CONICET)
instname_str Consejo Nacional de Investigaciones Científicas y Técnicas
repository.name.fl_str_mv CONICET Digital (CONICET) - Consejo Nacional de Investigaciones Científicas y Técnicas
repository.mail.fl_str_mv dasensio@conicet.gov.ar; lcarlino@conicet.gov.ar
_version_ 1842270011519926272
score 13.13397

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