Preparation of aromatic geraniol analogues via a Cu(I)-mediated Grignard coupling

Detalhes bibliográficos
Autor(a) principal: Paz,J. Luis
Data de Publicação: 2003
Outros Autores: Rodrigues,J. Augusto R.
Tipo de documento: Artigo
Idioma: eng
Título da fonte: Journal of the Brazilian Chemical Society (Online)
Texto Completo: http://old.scielo.br/scielo.php?script=sci_arttext&pid=S0103-50532003000600014
Resumo: Difunctional allylic terpenes are important synthetic building blocks. Functionalization of protected geranyl derivatives by SeO2/t-BuO2H adsorbed on SiO2 provides a convenient route to such compounds. The chosen protecting groups clearly influence the oxidation process. Also, an efficient synthesis of 2-geranylphenol derivatives via a Cu(I)-mediated Grignard coupling of 2-lithiophenols and geranyl substrates was developed.
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spelling Preparation of aromatic geraniol analogues via a Cu(I)-mediated Grignard couplingallylic oxidationselenium dioxidehomoallylic alcoholsGrignard coupling2-geranylphenolsDifunctional allylic terpenes are important synthetic building blocks. Functionalization of protected geranyl derivatives by SeO2/t-BuO2H adsorbed on SiO2 provides a convenient route to such compounds. The chosen protecting groups clearly influence the oxidation process. Also, an efficient synthesis of 2-geranylphenol derivatives via a Cu(I)-mediated Grignard coupling of 2-lithiophenols and geranyl substrates was developed.Sociedade Brasileira de Química2003-12-01info:eu-repo/semantics/articleinfo:eu-repo/semantics/publishedVersiontext/htmlhttp://old.scielo.br/scielo.php?script=sci_arttext&pid=S0103-50532003000600014Journal of the Brazilian Chemical Society v.14 n.6 2003reponame:Journal of the Brazilian Chemical Society (Online)instname:Sociedade Brasileira de Química (SBQ)instacron:SBQ10.1590/S0103-50532003000600014info:eu-repo/semantics/openAccessPaz,J. LuisRodrigues,J. Augusto R.eng2004-02-11T00:00:00Zoai:scielo:S0103-50532003000600014Revistahttp://jbcs.sbq.org.brONGhttps://old.scielo.br/oai/scielo-oai.php||office@jbcs.sbq.org.br1678-47900103-5053opendoar:2004-02-11T00:00Journal of the Brazilian Chemical Society (Online) - Sociedade Brasileira de Química (SBQ)false
dc.title.none.fl_str_mv Preparation of aromatic geraniol analogues via a Cu(I)-mediated Grignard coupling
title Preparation of aromatic geraniol analogues via a Cu(I)-mediated Grignard coupling
spellingShingle Preparation of aromatic geraniol analogues via a Cu(I)-mediated Grignard coupling
Paz,J. Luis
allylic oxidation
selenium dioxide
homoallylic alcohols
Grignard coupling
2-geranylphenols
title_short Preparation of aromatic geraniol analogues via a Cu(I)-mediated Grignard coupling
title_full Preparation of aromatic geraniol analogues via a Cu(I)-mediated Grignard coupling
title_fullStr Preparation of aromatic geraniol analogues via a Cu(I)-mediated Grignard coupling
title_full_unstemmed Preparation of aromatic geraniol analogues via a Cu(I)-mediated Grignard coupling
title_sort Preparation of aromatic geraniol analogues via a Cu(I)-mediated Grignard coupling
author Paz,J. Luis
author_facet Paz,J. Luis
Rodrigues,J. Augusto R.
author_role author
author2 Rodrigues,J. Augusto R.
author2_role author
dc.contributor.author.fl_str_mv Paz,J. Luis
Rodrigues,J. Augusto R.
dc.subject.por.fl_str_mv allylic oxidation
selenium dioxide
homoallylic alcohols
Grignard coupling
2-geranylphenols
topic allylic oxidation
selenium dioxide
homoallylic alcohols
Grignard coupling
2-geranylphenols
description Difunctional allylic terpenes are important synthetic building blocks. Functionalization of protected geranyl derivatives by SeO2/t-BuO2H adsorbed on SiO2 provides a convenient route to such compounds. The chosen protecting groups clearly influence the oxidation process. Also, an efficient synthesis of 2-geranylphenol derivatives via a Cu(I)-mediated Grignard coupling of 2-lithiophenols and geranyl substrates was developed.
publishDate 2003
dc.date.none.fl_str_mv 2003-12-01
dc.type.driver.fl_str_mv info:eu-repo/semantics/article
dc.type.status.fl_str_mv info:eu-repo/semantics/publishedVersion
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status_str publishedVersion
dc.identifier.uri.fl_str_mv http://old.scielo.br/scielo.php?script=sci_arttext&pid=S0103-50532003000600014
url http://old.scielo.br/scielo.php?script=sci_arttext&pid=S0103-50532003000600014
dc.language.iso.fl_str_mv eng
language eng
dc.relation.none.fl_str_mv 10.1590/S0103-50532003000600014
dc.rights.driver.fl_str_mv info:eu-repo/semantics/openAccess
eu_rights_str_mv openAccess
dc.format.none.fl_str_mv text/html
dc.publisher.none.fl_str_mv Sociedade Brasileira de Química
publisher.none.fl_str_mv Sociedade Brasileira de Química
dc.source.none.fl_str_mv Journal of the Brazilian Chemical Society v.14 n.6 2003
reponame:Journal of the Brazilian Chemical Society (Online)
instname:Sociedade Brasileira de Química (SBQ)
instacron:SBQ
instname_str Sociedade Brasileira de Química (SBQ)
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institution SBQ
reponame_str Journal of the Brazilian Chemical Society (Online)
collection Journal of the Brazilian Chemical Society (Online)
repository.name.fl_str_mv Journal of the Brazilian Chemical Society (Online) - Sociedade Brasileira de Química (SBQ)
repository.mail.fl_str_mv ||office@jbcs.sbq.org.br
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