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

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

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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Main Authors: Paz,J. Luis, Rodrigues,J. Augusto R.
Format: Digital revista
Language:English
Published: Sociedade Brasileira de Química 2003
Online Access:http://old.scielo.br/scielo.php?script=sci_arttext&pid=S0103-50532003000600014
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spelling oai:scielo:S0103-505320030006000142004-02-11Preparation of aromatic geraniol analogues via a Cu(I)-mediated Grignard couplingPaz,J. LuisRodrigues,J. Augusto R. allylic oxidation selenium dioxide homoallylic alcohols Grignard coupling 2-geranylphenols 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.info:eu-repo/semantics/openAccessSociedade Brasileira de QuímicaJournal of the Brazilian Chemical Society v.14 n.6 20032003-12-01info:eu-repo/semantics/articletext/htmlhttp://old.scielo.br/scielo.php?script=sci_arttext&pid=S0103-50532003000600014en10.1590/S0103-50532003000600014
institution SCIELO
collection OJS
country Brasil
countrycode BR
component Revista
access En linea
databasecode rev-scielo-br
tag revista
region America del Sur
libraryname SciELO
language English
format Digital
author Paz,J. Luis
Rodrigues,J. Augusto R.
spellingShingle Paz,J. Luis
Rodrigues,J. Augusto R.
Preparation of aromatic geraniol analogues via a Cu(I)-mediated Grignard coupling
author_facet Paz,J. Luis
Rodrigues,J. Augusto R.
author_sort Paz,J. Luis
title Preparation of aromatic geraniol analogues via a Cu(I)-mediated Grignard coupling
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
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.
publisher Sociedade Brasileira de Química
publishDate 2003
url http://old.scielo.br/scielo.php?script=sci_arttext&pid=S0103-50532003000600014
work_keys_str_mv AT pazjluis preparationofaromaticgeraniolanaloguesviaacuimediatedgrignardcoupling
AT rodriguesjaugustor preparationofaromaticgeraniolanaloguesviaacuimediatedgrignardcoupling
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