Novel access to epilupeol through chemoselective hydrogenation of lupenone using platinum-based organotin catalysts

Autores
Castro, Maria Julia; Musso, Florencia Antonella; Vetere, Virginia; Faraoni, María Belén
Año de publicación
2018
Idioma
inglés
Tipo de recurso
artículo
Estado
versión publicada
Descripción
Catalytic hydrogenation of terpenes constitutes one of the most interesting reactions in the transformation of natural products. One of the key goals in this synthesis is the selective hydrogenation of the CO bond for obtaining biologically active epimeric alcohols. In the present work, the use of Pt and PtSn catalysts supported on silica was studied as an alternative to the chemoselective hydrogenation of lupenone. It was observed that Sn produces geometric and electronic modifications that lead to improvement in the chemo- and stereoselectivity of the desired product.
Fil: Castro, Maria Julia. 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: Musso, Florencia Antonella. 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: Vetere, Virginia. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - La Plata. Centro de Investigación y Desarrollo en Ciencias Aplicadas "Dr. Jorge J. Ronco". Universidad Nacional de la Plata. Facultad de Ciencias Exactas. Centro de Investigación y Desarrollo en Ciencias Aplicadas; Argentina
Fil: Faraoni, María Belén. 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
EPILUPEOL
HYDROGENATION OF LUPENONE
PTSN
Nivel de accesibilidad
acceso abierto
Condiciones de uso
https://creativecommons.org/licenses/by-nc-sa/2.5/ar/
Repositorio
CONICET Digital (CONICET)
Institución
Consejo Nacional de Investigaciones Científicas y Técnicas
OAI Identificador
oai:ri.conicet.gov.ar:11336/102362

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spelling Novel access to epilupeol through chemoselective hydrogenation of lupenone using platinum-based organotin catalystsCastro, Maria JuliaMusso, Florencia AntonellaVetere, VirginiaFaraoni, María BelénEPILUPEOLHYDROGENATION OF LUPENONEPTSNhttps://purl.org/becyt/ford/1.4https://purl.org/becyt/ford/1Catalytic hydrogenation of terpenes constitutes one of the most interesting reactions in the transformation of natural products. One of the key goals in this synthesis is the selective hydrogenation of the CO bond for obtaining biologically active epimeric alcohols. In the present work, the use of Pt and PtSn catalysts supported on silica was studied as an alternative to the chemoselective hydrogenation of lupenone. It was observed that Sn produces geometric and electronic modifications that lead to improvement in the chemo- and stereoselectivity of the desired product.Fil: Castro, Maria Julia. 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: Musso, Florencia Antonella. 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: Vetere, Virginia. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - La Plata. Centro de Investigación y Desarrollo en Ciencias Aplicadas "Dr. Jorge J. Ronco". Universidad Nacional de la Plata. Facultad de Ciencias Exactas. Centro de Investigación y Desarrollo en Ciencias Aplicadas; ArgentinaFil: Faraoni, María Belén. 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 Science Sa2018-10-26info: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/11336/102362Castro, Maria Julia; Musso, Florencia Antonella; Vetere, Virginia; Faraoni, María Belén; Novel access to epilupeol through chemoselective hydrogenation of lupenone using platinum-based organotin catalysts; Elsevier Science Sa; Journal of Organometallic Chemistry; 880; 26-10-2018; 333-3400022-328XCONICET DigitalCONICETenginfo:eu-repo/semantics/altIdentifier/url/https://www.sciencedirect.com/science/article/abs/pii/S0022328X18306454info:eu-repo/semantics/altIdentifier/doi/10.1016/j.jorganchem.2018.10.019info:eu-repo/semantics/openAccesshttps://creativecommons.org/licenses/by-nc-sa/2.5/ar/reponame:CONICET Digital (CONICET)instname:Consejo Nacional de Investigaciones Científicas y Técnicas2025-09-10T13:20:10Zoai:ri.conicet.gov.ar:11336/102362instacron: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:34982025-09-10 13:20:10.435CONICET Digital (CONICET) - Consejo Nacional de Investigaciones Científicas y Técnicasfalse
dc.title.none.fl_str_mv Novel access to epilupeol through chemoselective hydrogenation of lupenone using platinum-based organotin catalysts
title Novel access to epilupeol through chemoselective hydrogenation of lupenone using platinum-based organotin catalysts
spellingShingle Novel access to epilupeol through chemoselective hydrogenation of lupenone using platinum-based organotin catalysts
Castro, Maria Julia
EPILUPEOL
HYDROGENATION OF LUPENONE
PTSN
title_short Novel access to epilupeol through chemoselective hydrogenation of lupenone using platinum-based organotin catalysts
title_full Novel access to epilupeol through chemoselective hydrogenation of lupenone using platinum-based organotin catalysts
title_fullStr Novel access to epilupeol through chemoselective hydrogenation of lupenone using platinum-based organotin catalysts
title_full_unstemmed Novel access to epilupeol through chemoselective hydrogenation of lupenone using platinum-based organotin catalysts
title_sort Novel access to epilupeol through chemoselective hydrogenation of lupenone using platinum-based organotin catalysts
dc.creator.none.fl_str_mv Castro, Maria Julia
Musso, Florencia Antonella
Vetere, Virginia
Faraoni, María Belén
author Castro, Maria Julia
author_facet Castro, Maria Julia
Musso, Florencia Antonella
Vetere, Virginia
Faraoni, María Belén
author_role author
author2 Musso, Florencia Antonella
Vetere, Virginia
Faraoni, María Belén
author2_role author
author
author
dc.subject.none.fl_str_mv EPILUPEOL
HYDROGENATION OF LUPENONE
PTSN
topic EPILUPEOL
HYDROGENATION OF LUPENONE
PTSN
purl_subject.fl_str_mv https://purl.org/becyt/ford/1.4
https://purl.org/becyt/ford/1
dc.description.none.fl_txt_mv Catalytic hydrogenation of terpenes constitutes one of the most interesting reactions in the transformation of natural products. One of the key goals in this synthesis is the selective hydrogenation of the CO bond for obtaining biologically active epimeric alcohols. In the present work, the use of Pt and PtSn catalysts supported on silica was studied as an alternative to the chemoselective hydrogenation of lupenone. It was observed that Sn produces geometric and electronic modifications that lead to improvement in the chemo- and stereoselectivity of the desired product.
Fil: Castro, Maria Julia. 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: Musso, Florencia Antonella. 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: Vetere, Virginia. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - La Plata. Centro de Investigación y Desarrollo en Ciencias Aplicadas "Dr. Jorge J. Ronco". Universidad Nacional de la Plata. Facultad de Ciencias Exactas. Centro de Investigación y Desarrollo en Ciencias Aplicadas; Argentina
Fil: Faraoni, María Belén. 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 Catalytic hydrogenation of terpenes constitutes one of the most interesting reactions in the transformation of natural products. One of the key goals in this synthesis is the selective hydrogenation of the CO bond for obtaining biologically active epimeric alcohols. In the present work, the use of Pt and PtSn catalysts supported on silica was studied as an alternative to the chemoselective hydrogenation of lupenone. It was observed that Sn produces geometric and electronic modifications that lead to improvement in the chemo- and stereoselectivity of the desired product.
publishDate 2018
dc.date.none.fl_str_mv 2018-10-26
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/11336/102362
Castro, Maria Julia; Musso, Florencia Antonella; Vetere, Virginia; Faraoni, María Belén; Novel access to epilupeol through chemoselective hydrogenation of lupenone using platinum-based organotin catalysts; Elsevier Science Sa; Journal of Organometallic Chemistry; 880; 26-10-2018; 333-340
0022-328X
CONICET Digital
CONICET
url http://hdl.handle.net/11336/102362
identifier_str_mv Castro, Maria Julia; Musso, Florencia Antonella; Vetere, Virginia; Faraoni, María Belén; Novel access to epilupeol through chemoselective hydrogenation of lupenone using platinum-based organotin catalysts; Elsevier Science Sa; Journal of Organometallic Chemistry; 880; 26-10-2018; 333-340
0022-328X
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/S0022328X18306454
info:eu-repo/semantics/altIdentifier/doi/10.1016/j.jorganchem.2018.10.019
dc.rights.none.fl_str_mv info:eu-repo/semantics/openAccess
https://creativecommons.org/licenses/by-nc-sa/2.5/ar/
eu_rights_str_mv openAccess
rights_invalid_str_mv https://creativecommons.org/licenses/by-nc-sa/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 Sa
publisher.none.fl_str_mv Elsevier Science Sa
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
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