Cross metathesis of several methylenecyclopentane derivatives

Autores
Camps, Pelayo; Gómez, Tània; Buden, Maria Eugenia; Otermin, Ane; Calvet, Teresa; Font Bardia, Mercé
Año de publicación
2013
Idioma
inglés
Tipo de recurso
artículo
Estado
versión publicada
Descripción
The cross metathesis (CM) of several methylenecyclopentane derivatives using HoveydaeGrubbs second generation catalyst 4 (5e10 mol %) has been studied. Medium to good yields of tetrasubstituted alkenes have been obtained. In the case of 8-methyl-2,5-dimethylene-2,3,5,6-tetrahydro-1H,4H-3a,6a-(methanoiminomethano)pentalene-7,9-dione 2 products from single, double and triple CM were formed. With 8-methyl-5-methylene-5,6-dihydro-3a,6a-(methanoiminomethano)pentalene-2,7,9(1H,3H,4H)-trione 3 a good yield of the CM product was obtained working at 140 C in xylene for 3 d, showing the high thermal stability of this catalyst. In the CM of diene 2 and enone 3, the main products were always the anti-stereoisomers.
Fil: Camps, Pelayo. Universidad de Barcelona; España
Fil: Gómez, Tània. Universidad de Barcelona; España
Fil: Buden, Maria Eugenia. Universidad de Barcelona; España. Consejo Nacional de Investigaciones Científicas y Técnicas; Argentina
Fil: Otermin, Ane. Universidad de Barcelona; España
Fil: Calvet, Teresa. Universidad de Barcelona; España
Fil: Font Bardia, Mercé. Universidad de Barcelona; España
Materia
Cross Metathesis
Cyclopentane
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:11336/25715
Acceder
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oai_identifier_str oai:ri.conicet.gov.ar:11336/25715
network_acronym_str CONICETDig
repository_id_str 3498
network_name_str CONICET Digital (CONICET)
spelling Cross metathesis of several methylenecyclopentane derivativesCamps, PelayoGómez, TàniaBuden, Maria EugeniaOtermin, AneCalvet, TeresaFont Bardia, MercéCross MetathesisCyclopentanehttps://purl.org/becyt/ford/1.4https://purl.org/becyt/ford/1The cross metathesis (CM) of several methylenecyclopentane derivatives using HoveydaeGrubbs second generation catalyst 4 (5e10 mol %) has been studied. Medium to good yields of tetrasubstituted alkenes have been obtained. In the case of 8-methyl-2,5-dimethylene-2,3,5,6-tetrahydro-1H,4H-3a,6a-(methanoiminomethano)pentalene-7,9-dione 2 products from single, double and triple CM were formed. With 8-methyl-5-methylene-5,6-dihydro-3a,6a-(methanoiminomethano)pentalene-2,7,9(1H,3H,4H)-trione 3 a good yield of the CM product was obtained working at 140 C in xylene for 3 d, showing the high thermal stability of this catalyst. In the CM of diene 2 and enone 3, the main products were always the anti-stereoisomers.Fil: Camps, Pelayo. Universidad de Barcelona; EspañaFil: Gómez, Tània. Universidad de Barcelona; EspañaFil: Buden, Maria Eugenia. Universidad de Barcelona; España. Consejo Nacional de Investigaciones Científicas y Técnicas; ArgentinaFil: Otermin, Ane. Universidad de Barcelona; EspañaFil: Calvet, Teresa. Universidad de Barcelona; EspañaFil: Font Bardia, Mercé. Universidad de Barcelona; EspañaElsevier2013-07info:eu-repo/semantics/articleinfo:eu-repo/semantics/publishedVersionhttp://purl.org/coar/resource_type/c_6501info:ar-repo/semantics/articuloapplication/pdfapplication/pdfhttp://hdl.handle.net/11336/25715Camps, Pelayo; Gómez, Tània; Buden, Maria Eugenia; Otermin, Ane; Calvet, Teresa; et al.; Cross metathesis of several methylenecyclopentane derivatives; Elsevier; Tetrahedron; 69; 35; 7-2013; 7234-72420040-4020CONICET DigitalCONICETenginfo:eu-repo/semantics/altIdentifier/doi/10.1016/j.tet.2013.06.092info:eu-repo/semantics/altIdentifier/url/http://www.sciencedirect.com/science/article/pii/S004040201301051Xinfo:eu-repo/semantics/openAccesshttps://creativecommons.org/licenses/by-nc-nd/2.5/ar/reponame:CONICET Digital (CONICET)instname:Consejo Nacional de Investigaciones Científicas y Técnicas2025-09-29T09:38:36Zoai:ri.conicet.gov.ar:11336/25715instacron: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:34982025-09-29 09:38:37.064CONICET Digital (CONICET) - Consejo Nacional de Investigaciones Científicas y Técnicasfalse
dc.title.none.fl_str_mv Cross metathesis of several methylenecyclopentane derivatives
title Cross metathesis of several methylenecyclopentane derivatives
spellingShingle Cross metathesis of several methylenecyclopentane derivatives
Camps, Pelayo
Cross Metathesis
Cyclopentane
title_short Cross metathesis of several methylenecyclopentane derivatives
title_full Cross metathesis of several methylenecyclopentane derivatives
title_fullStr Cross metathesis of several methylenecyclopentane derivatives
title_full_unstemmed Cross metathesis of several methylenecyclopentane derivatives
title_sort Cross metathesis of several methylenecyclopentane derivatives
dc.creator.none.fl_str_mv Camps, Pelayo
Gómez, Tània
Buden, Maria Eugenia
Otermin, Ane
Calvet, Teresa
Font Bardia, Mercé
author Camps, Pelayo
author_facet Camps, Pelayo
Gómez, Tània
Buden, Maria Eugenia
Otermin, Ane
Calvet, Teresa
Font Bardia, Mercé
author_role author
author2 Gómez, Tània
Buden, Maria Eugenia
Otermin, Ane
Calvet, Teresa
Font Bardia, Mercé
author2_role author
author
author
author
author
dc.subject.none.fl_str_mv Cross Metathesis
Cyclopentane
topic Cross Metathesis
Cyclopentane
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 cross metathesis (CM) of several methylenecyclopentane derivatives using HoveydaeGrubbs second generation catalyst 4 (5e10 mol %) has been studied. Medium to good yields of tetrasubstituted alkenes have been obtained. In the case of 8-methyl-2,5-dimethylene-2,3,5,6-tetrahydro-1H,4H-3a,6a-(methanoiminomethano)pentalene-7,9-dione 2 products from single, double and triple CM were formed. With 8-methyl-5-methylene-5,6-dihydro-3a,6a-(methanoiminomethano)pentalene-2,7,9(1H,3H,4H)-trione 3 a good yield of the CM product was obtained working at 140 C in xylene for 3 d, showing the high thermal stability of this catalyst. In the CM of diene 2 and enone 3, the main products were always the anti-stereoisomers.
Fil: Camps, Pelayo. Universidad de Barcelona; España
Fil: Gómez, Tània. Universidad de Barcelona; España
Fil: Buden, Maria Eugenia. Universidad de Barcelona; España. Consejo Nacional de Investigaciones Científicas y Técnicas; Argentina
Fil: Otermin, Ane. Universidad de Barcelona; España
Fil: Calvet, Teresa. Universidad de Barcelona; España
Fil: Font Bardia, Mercé. Universidad de Barcelona; España
description The cross metathesis (CM) of several methylenecyclopentane derivatives using HoveydaeGrubbs second generation catalyst 4 (5e10 mol %) has been studied. Medium to good yields of tetrasubstituted alkenes have been obtained. In the case of 8-methyl-2,5-dimethylene-2,3,5,6-tetrahydro-1H,4H-3a,6a-(methanoiminomethano)pentalene-7,9-dione 2 products from single, double and triple CM were formed. With 8-methyl-5-methylene-5,6-dihydro-3a,6a-(methanoiminomethano)pentalene-2,7,9(1H,3H,4H)-trione 3 a good yield of the CM product was obtained working at 140 C in xylene for 3 d, showing the high thermal stability of this catalyst. In the CM of diene 2 and enone 3, the main products were always the anti-stereoisomers.
publishDate 2013
dc.date.none.fl_str_mv 2013-07
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/11336/25715
Camps, Pelayo; Gómez, Tània; Buden, Maria Eugenia; Otermin, Ane; Calvet, Teresa; et al.; Cross metathesis of several methylenecyclopentane derivatives; Elsevier; Tetrahedron; 69; 35; 7-2013; 7234-7242
0040-4020
CONICET Digital
CONICET
url http://hdl.handle.net/11336/25715
identifier_str_mv Camps, Pelayo; Gómez, Tània; Buden, Maria Eugenia; Otermin, Ane; Calvet, Teresa; et al.; Cross metathesis of several methylenecyclopentane derivatives; Elsevier; Tetrahedron; 69; 35; 7-2013; 7234-7242
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/doi/10.1016/j.tet.2013.06.092
info:eu-repo/semantics/altIdentifier/url/http://www.sciencedirect.com/science/article/pii/S004040201301051X
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
dc.publisher.none.fl_str_mv Elsevier
publisher.none.fl_str_mv Elsevier
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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score 13.070432

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