Reduction of alkyl and vinyl sulfonates using the CuCl2· 2H2O-Li-DTBB(cat.) system

The reduction of a series of alkyl mesylates, dimesylates and triflates to the corresponding hydrocarbons was efficiently performed using a reducing system composed of CuCl2·2H2O, an excess of lithium sand and a catalytic amount (5 mol%) of 4,4′-di-tert-butylbiphenyl (DTBB), in tetrahydrofuran at ro...

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Autores: Radivoy, Gabriel Eduardo, Alonso, Francisco, Moglie, Yanina Fernanda, Vitale, Cristian Alejandro, Yus, Miguel
Tipo de recurso: artículo
Estado:Versión publicada
Fecha de publicación:2005
País:Argentina
Institución:Consejo Nacional de Investigaciones Científicas y Técnicas
Repositorio:CONICET Digital (CONICET)
Idioma:inglés
OAI Identifier:oai:ri.conicet.gov.ar:11336/94309
Acceso en línea:http://hdl.handle.net/11336/94309
Access Level:acceso abierto
Palabra clave:ACTIVE COPPER
ALKYL SULFONATES
ARENE CATALYSIS
ENOL TRIFLATES
REDUCTION
https://purl.org/becyt/ford/1.4
https://purl.org/becyt/ford/1
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spelling Reduction of alkyl and vinyl sulfonates using the CuCl2· 2H2O-Li-DTBB(cat.) systemRadivoy, Gabriel EduardoAlonso, FranciscoMoglie, Yanina FernandaVitale, Cristian AlejandroYus, MiguelACTIVE COPPERALKYL SULFONATESARENE CATALYSISENOL TRIFLATESREDUCTIONhttps://purl.org/becyt/ford/1.4https://purl.org/becyt/ford/1The reduction of a series of alkyl mesylates, dimesylates and triflates to the corresponding hydrocarbons was efficiently performed using a reducing system composed of CuCl2·2H2O, an excess of lithium sand and a catalytic amount (5 mol%) of 4,4′-di-tert-butylbiphenyl (DTBB), in tetrahydrofuran at room temperature. The process was also applied to enol and dienol triflates affording alkenes and dienes, respectively. The use of the deuterated copper salt CuCl2·2D2O allowed the simple preparation of the corresponding deuterated products.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; ArgentinaFil: Alonso, Francisco. Universidad de Alicante; EspañaFil: 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: 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. Universidad de Alicante; EspañaFil: Yus, Miguel. Universidad de Alicante; EspañaPergamon-Elsevier Science Ltd2005-04info: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/11336/94309Radivoy, Gabriel Eduardo; Alonso, Francisco; Moglie, Yanina Fernanda; Vitale, Cristian Alejandro; Yus, Miguel; Reduction of alkyl and vinyl sulfonates using the CuCl2· 2H2O-Li-DTBB(cat.) system; Pergamon-Elsevier Science Ltd; Tetrahedron; 61; 15; 4-2005; 3859-38640040-4020CONICET DigitalCONICETenginfo:eu-repo/semantics/altIdentifier/url/https://www.sciencedirect.com/science/article/abs/pii/S004040200500147Xinfo:eu-repo/semantics/altIdentifier/doi/10.1016/j.tet.2005.01.078info:eu-repo/semantics/openAccesshttps://creativecommons.org/licenses/by-nc-nd/2.5/ar/reponame:CONICET Digital (CONICET)instname:Consejo Nacional de Investigaciones Científicas y Técnicas2024-05-08T14:06:32Zoai:ri.conicet.gov.ar:11336/94309instacron: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:34982024-05-08 14:06:32.744CONICET Digital (CONICET) - Consejo Nacional de Investigaciones Científicas y Técnicasfalse
dc.title.none.fl_str_mv Reduction of alkyl and vinyl sulfonates using the CuCl2· 2H2O-Li-DTBB(cat.) system
title Reduction of alkyl and vinyl sulfonates using the CuCl2· 2H2O-Li-DTBB(cat.) system
spellingShingle Reduction of alkyl and vinyl sulfonates using the CuCl2· 2H2O-Li-DTBB(cat.) system
Radivoy, Gabriel Eduardo
ACTIVE COPPER
ALKYL SULFONATES
ARENE CATALYSIS
ENOL TRIFLATES
REDUCTION
https://purl.org/becyt/ford/1.4
https://purl.org/becyt/ford/1
title_short Reduction of alkyl and vinyl sulfonates using the CuCl2· 2H2O-Li-DTBB(cat.) system
title_full Reduction of alkyl and vinyl sulfonates using the CuCl2· 2H2O-Li-DTBB(cat.) system
title_fullStr Reduction of alkyl and vinyl sulfonates using the CuCl2· 2H2O-Li-DTBB(cat.) system
title_full_unstemmed Reduction of alkyl and vinyl sulfonates using the CuCl2· 2H2O-Li-DTBB(cat.) system
title_sort Reduction of alkyl and vinyl sulfonates using the CuCl2· 2H2O-Li-DTBB(cat.) system
dc.creator.none.fl_str_mv Radivoy, Gabriel Eduardo
Alonso, Francisco
Moglie, Yanina Fernanda
Vitale, Cristian Alejandro
Yus, Miguel
author Radivoy, Gabriel Eduardo
author_facet Radivoy, Gabriel Eduardo
Alonso, Francisco
Moglie, Yanina Fernanda
Vitale, Cristian Alejandro
Yus, Miguel
author_role author
author2 Alonso, Francisco
Moglie, Yanina Fernanda
Vitale, Cristian Alejandro
Yus, Miguel
author2_role author
author
author
author
dc.subject.none.fl_str_mv ACTIVE COPPER
ALKYL SULFONATES
ARENE CATALYSIS
ENOL TRIFLATES
REDUCTION
https://purl.org/becyt/ford/1.4
https://purl.org/becyt/ford/1
topic ACTIVE COPPER
ALKYL SULFONATES
ARENE CATALYSIS
ENOL TRIFLATES
REDUCTION
https://purl.org/becyt/ford/1.4
https://purl.org/becyt/ford/1
description The reduction of a series of alkyl mesylates, dimesylates and triflates to the corresponding hydrocarbons was efficiently performed using a reducing system composed of CuCl2·2H2O, an excess of lithium sand and a catalytic amount (5 mol%) of 4,4′-di-tert-butylbiphenyl (DTBB), in tetrahydrofuran at room temperature. The process was also applied to enol and dienol triflates affording alkenes and dienes, respectively. The use of the deuterated copper salt CuCl2·2D2O allowed the simple preparation of the corresponding deuterated products.
publishDate 2005
dc.date.none.fl_str_mv 2005-04
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/11336/94309
Radivoy, Gabriel Eduardo; Alonso, Francisco; Moglie, Yanina Fernanda; Vitale, Cristian Alejandro; Yus, Miguel; Reduction of alkyl and vinyl sulfonates using the CuCl2· 2H2O-Li-DTBB(cat.) system; Pergamon-Elsevier Science Ltd; Tetrahedron; 61; 15; 4-2005; 3859-3864
0040-4020
CONICET Digital
CONICET
url http://hdl.handle.net/11336/94309
identifier_str_mv Radivoy, Gabriel Eduardo; Alonso, Francisco; Moglie, Yanina Fernanda; Vitale, Cristian Alejandro; Yus, Miguel; Reduction of alkyl and vinyl sulfonates using the CuCl2· 2H2O-Li-DTBB(cat.) system; Pergamon-Elsevier Science Ltd; Tetrahedron; 61; 15; 4-2005; 3859-3864
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/S004040200500147X
info:eu-repo/semantics/altIdentifier/doi/10.1016/j.tet.2005.01.078
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 Pergamon-Elsevier Science Ltd
publisher.none.fl_str_mv Pergamon-Elsevier Science Ltd
dc.source.none.fl_str_mv reponame:CONICET Digital (CONICET)
instname:Consejo Nacional de Investigaciones Científicas y Técnicas
instname_str Consejo Nacional de Investigaciones Científicas y Técnicas
reponame_str CONICET Digital (CONICET)
collection CONICET Digital (CONICET)
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
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score 15.81155

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