Gold(I)-catalyzed 6-endo hydroxycyclization of 7-substituted-1,6-enynes

The cyclization of o-(alkynyl)-3-(methylbut-2-enyl)benzenes, 1,6-enynes having a condensed aromatic ring at C3–C4 positions, has been studied under the catalysis of cationic gold(I) complexes. The selective 6-endo-dig mode of cyclization observed for the 7-substituted substrates in the presence of w...

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Autores: Sanjuán Cortázar, Ana María, Martínez Cuezva, Alberto, García García, Patricia, Fernández Rodríguez, Manuel A., Sanz Díez, Roberto
Tipo de recurso: artículo
Estado:Versión publicada
Fecha de publicación:2013
País:España
Institución:Universidad de Burgos (UBU)
Repositorio:Repositorio Institucional de la Universidad de Burgos (RIUBU)
OAI Identifier:oai:riubu.ubu.es:10259/3800
Acceso en línea:http://hdl.handle.net/10259/3800
Access Level:acceso abierto
Palabra clave:catalysis
dihydronaphthalenes
gold
gold catalysis
hydroxycyclization
selectivity
Química orgánica
Chemistry, Organic
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spelling Gold(I)-catalyzed 6-endo hydroxycyclization of 7-substituted-1,6-enynesSanjuán Cortázar, Ana MaríaMartínez Cuezva, AlbertoGarcía García, PatriciaFernández Rodríguez, Manuel A.Sanz Díez, Robertocatalysisdihydronaphthalenesgoldgold catalysishydroxycyclizationselectivityQuímica orgánicaChemistry, OrganicThe cyclization of o-(alkynyl)-3-(methylbut-2-enyl)benzenes, 1,6-enynes having a condensed aromatic ring at C3–C4 positions, has been studied under the catalysis of cationic gold(I) complexes. The selective 6-endo-dig mode of cyclization observed for the 7-substituted substrates in the presence of water or methanol giving rise to hydroxy(methoxy)-functionalized dihydronaphthalene derivatives is highly remarkable in the context of the observed reaction pathways for the cycloisomerizations of 1,6-enynes bearing a trisubstituted olefinMinisterio de Ciencia e Innovación (MICINN) and FEDER (CTQ2010-15358)Beilstein-Institut201520152013info:eu-repo/semantics/articleinfo:eu-repo/semantics/publishedVersionapplication/pdfhttp://hdl.handle.net/10259/3800reponame:Repositorio Institucional de la Universidad de Burgos (RIUBU)instname:Universidad de Burgos (UBU)InglésBeilstein Journal of Organic Chemistry, 2013. V. 9, p. 2242–2249Gold catalysis for organic synthesis IIhttp://dx.doi.org/10.3762/Fbjoc.9.263info:eu-repo/grantAgreement/FEDER/CTQ2010-15358/Attribution 4.0 Internationalhttp://creativecommons.org/licenses/by/4.0/Este documento está sujeto a una licencia de uso Creative Commons, por la cual está permitido hacer copia, distribuir, comunicar públicamente, remezclar, transformar y crear a partir del material para cualquier finalidad, incluso comercial, siempre que se cite al autor original, se proporcione un enlace a la licencia y se indique si se han realizado cambiosinfo:eu-repo/semantics/openAccessoai:riubu.ubu.es:10259/38002026-05-28T07:56:11Z
dc.title.none.fl_str_mv Gold(I)-catalyzed 6-endo hydroxycyclization of 7-substituted-1,6-enynes
title Gold(I)-catalyzed 6-endo hydroxycyclization of 7-substituted-1,6-enynes
spellingShingle Gold(I)-catalyzed 6-endo hydroxycyclization of 7-substituted-1,6-enynes
Sanjuán Cortázar, Ana María
catalysis
dihydronaphthalenes
gold
gold catalysis
hydroxycyclization
selectivity
Química orgánica
Chemistry, Organic
title_short Gold(I)-catalyzed 6-endo hydroxycyclization of 7-substituted-1,6-enynes
title_full Gold(I)-catalyzed 6-endo hydroxycyclization of 7-substituted-1,6-enynes
title_fullStr Gold(I)-catalyzed 6-endo hydroxycyclization of 7-substituted-1,6-enynes
title_full_unstemmed Gold(I)-catalyzed 6-endo hydroxycyclization of 7-substituted-1,6-enynes
title_sort Gold(I)-catalyzed 6-endo hydroxycyclization of 7-substituted-1,6-enynes
dc.creator.none.fl_str_mv Sanjuán Cortázar, Ana María
Martínez Cuezva, Alberto
García García, Patricia
Fernández Rodríguez, Manuel A.
Sanz Díez, Roberto
author Sanjuán Cortázar, Ana María
author_facet Sanjuán Cortázar, Ana María
Martínez Cuezva, Alberto
García García, Patricia
Fernández Rodríguez, Manuel A.
Sanz Díez, Roberto
author_role author
author2 Martínez Cuezva, Alberto
García García, Patricia
Fernández Rodríguez, Manuel A.
Sanz Díez, Roberto
author2_role author
author
author
author
dc.subject.none.fl_str_mv catalysis
dihydronaphthalenes
gold
gold catalysis
hydroxycyclization
selectivity
Química orgánica
Chemistry, Organic
topic catalysis
dihydronaphthalenes
gold
gold catalysis
hydroxycyclization
selectivity
Química orgánica
Chemistry, Organic
description The cyclization of o-(alkynyl)-3-(methylbut-2-enyl)benzenes, 1,6-enynes having a condensed aromatic ring at C3–C4 positions, has been studied under the catalysis of cationic gold(I) complexes. The selective 6-endo-dig mode of cyclization observed for the 7-substituted substrates in the presence of water or methanol giving rise to hydroxy(methoxy)-functionalized dihydronaphthalene derivatives is highly remarkable in the context of the observed reaction pathways for the cycloisomerizations of 1,6-enynes bearing a trisubstituted olefin
publishDate 2013
dc.date.none.fl_str_mv 2013
2015
2015
dc.type.none.fl_str_mv info:eu-repo/semantics/article
info:eu-repo/semantics/publishedVersion
format article
status_str publishedVersion
dc.identifier.none.fl_str_mv http://hdl.handle.net/10259/3800
url http://hdl.handle.net/10259/3800
dc.language.none.fl_str_mv Inglés
language_invalid_str_mv Inglés
dc.relation.none.fl_str_mv Beilstein Journal of Organic Chemistry, 2013. V. 9, p. 2242–2249
Gold catalysis for organic synthesis II
http://dx.doi.org/10.3762/Fbjoc.9.263
info:eu-repo/grantAgreement/FEDER/CTQ2010-15358/
dc.rights.none.fl_str_mv Attribution 4.0 International
http://creativecommons.org/licenses/by/4.0/
info:eu-repo/semantics/openAccess
rights_invalid_str_mv Attribution 4.0 International
http://creativecommons.org/licenses/by/4.0/
eu_rights_str_mv openAccess
dc.format.none.fl_str_mv application/pdf
dc.publisher.none.fl_str_mv Beilstein-Institut
publisher.none.fl_str_mv Beilstein-Institut
dc.source.none.fl_str_mv reponame:Repositorio Institucional de la Universidad de Burgos (RIUBU)
instname:Universidad de Burgos (UBU)
instname_str Universidad de Burgos (UBU)
reponame_str Repositorio Institucional de la Universidad de Burgos (RIUBU)
collection Repositorio Institucional de la Universidad de Burgos (RIUBU)
repository.name.fl_str_mv
repository.mail.fl_str_mv
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score 15,300719

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