Bioreduction of substituted a-tetralones promoted by Daucus carota root

Detalhes bibliográficos
Autor(a) principal: Ferraz,Helena M. C.
Data de Publicação: 2008
Outros Autores: Bianco,Graziela G., Bombonato,Fernanda I., Andrade,Leandro H., Porto,André L. M.
Tipo de documento: Artigo
Idioma: eng
Título da fonte: Química Nova (Online)
Texto Completo: http://old.scielo.br/scielo.php?script=sci_arttext&pid=S0100-40422008000400020
Resumo: The bioreduction of a series of substituted a-tetralones, carried out using Daucus carota root (carrot), afforded the corresponding homochiral a-tetralols in variable conversions (9 to 90%) and excellent enantiomeric excesses. Two of the assayed a-tetralones were resistant to the bioreduction conditions. The absolute configurations of four a-tetralols were assigned as being (S), by comparison to the (S)-enantiomers obtained by kinetic resolution promoted by CALB-catalysed acetylation. Additionally, the new 5-methoxy-6-methyl-1-tetralone was synthesized in seven steps from 3-methylsalicylic acid.
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spelling Bioreduction of substituted a-tetralones promoted by Daucus carota rootbioreductionDaucus carota<FONT FACE=Symbol>a</font>-tetralolsThe bioreduction of a series of substituted a-tetralones, carried out using Daucus carota root (carrot), afforded the corresponding homochiral a-tetralols in variable conversions (9 to 90%) and excellent enantiomeric excesses. Two of the assayed a-tetralones were resistant to the bioreduction conditions. The absolute configurations of four a-tetralols were assigned as being (S), by comparison to the (S)-enantiomers obtained by kinetic resolution promoted by CALB-catalysed acetylation. Additionally, the new 5-methoxy-6-methyl-1-tetralone was synthesized in seven steps from 3-methylsalicylic acid.Sociedade Brasileira de Química2008-01-01info:eu-repo/semantics/articleinfo:eu-repo/semantics/publishedVersiontext/htmlhttp://old.scielo.br/scielo.php?script=sci_arttext&pid=S0100-40422008000400020Química Nova v.31 n.4 2008reponame:Química Nova (Online)instname:Sociedade Brasileira de Química (SBQ)instacron:SBQ10.1590/S0100-40422008000400020info:eu-repo/semantics/openAccessFerraz,Helena M. C.Bianco,Graziela G.Bombonato,Fernanda I.Andrade,Leandro H.Porto,André L. M.eng2008-06-16T00:00:00Zoai:scielo:S0100-40422008000400020Revistahttps://www.scielo.br/j/qn/ONGhttps://old.scielo.br/oai/scielo-oai.phpquimicanova@sbq.org.br1678-70640100-4042opendoar:2008-06-16T00:00Química Nova (Online) - Sociedade Brasileira de Química (SBQ)false
dc.title.none.fl_str_mv Bioreduction of substituted a-tetralones promoted by Daucus carota root
title Bioreduction of substituted a-tetralones promoted by Daucus carota root
spellingShingle Bioreduction of substituted a-tetralones promoted by Daucus carota root
Ferraz,Helena M. C.
bioreduction
Daucus carota
<FONT FACE=Symbol>a</font>-tetralols
title_short Bioreduction of substituted a-tetralones promoted by Daucus carota root
title_full Bioreduction of substituted a-tetralones promoted by Daucus carota root
title_fullStr Bioreduction of substituted a-tetralones promoted by Daucus carota root
title_full_unstemmed Bioreduction of substituted a-tetralones promoted by Daucus carota root
title_sort Bioreduction of substituted a-tetralones promoted by Daucus carota root
author Ferraz,Helena M. C.
author_facet Ferraz,Helena M. C.
Bianco,Graziela G.
Bombonato,Fernanda I.
Andrade,Leandro H.
Porto,André L. M.
author_role author
author2 Bianco,Graziela G.
Bombonato,Fernanda I.
Andrade,Leandro H.
Porto,André L. M.
author2_role author
author
author
author
dc.contributor.author.fl_str_mv Ferraz,Helena M. C.
Bianco,Graziela G.
Bombonato,Fernanda I.
Andrade,Leandro H.
Porto,André L. M.
dc.subject.por.fl_str_mv bioreduction
Daucus carota
<FONT FACE=Symbol>a</font>-tetralols
topic bioreduction
Daucus carota
<FONT FACE=Symbol>a</font>-tetralols
description The bioreduction of a series of substituted a-tetralones, carried out using Daucus carota root (carrot), afforded the corresponding homochiral a-tetralols in variable conversions (9 to 90%) and excellent enantiomeric excesses. Two of the assayed a-tetralones were resistant to the bioreduction conditions. The absolute configurations of four a-tetralols were assigned as being (S), by comparison to the (S)-enantiomers obtained by kinetic resolution promoted by CALB-catalysed acetylation. Additionally, the new 5-methoxy-6-methyl-1-tetralone was synthesized in seven steps from 3-methylsalicylic acid.
publishDate 2008
dc.date.none.fl_str_mv 2008-01-01
dc.type.driver.fl_str_mv info:eu-repo/semantics/article
dc.type.status.fl_str_mv info:eu-repo/semantics/publishedVersion
format article
status_str publishedVersion
dc.identifier.uri.fl_str_mv http://old.scielo.br/scielo.php?script=sci_arttext&pid=S0100-40422008000400020
url http://old.scielo.br/scielo.php?script=sci_arttext&pid=S0100-40422008000400020
dc.language.iso.fl_str_mv eng
language eng
dc.relation.none.fl_str_mv 10.1590/S0100-40422008000400020
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 Química Nova v.31 n.4 2008
reponame:Química Nova (Online)
instname:Sociedade Brasileira de Química (SBQ)
instacron:SBQ
instname_str Sociedade Brasileira de Química (SBQ)
instacron_str SBQ
institution SBQ
reponame_str Química Nova (Online)
collection Química Nova (Online)
repository.name.fl_str_mv Química Nova (Online) - Sociedade Brasileira de Química (SBQ)
repository.mail.fl_str_mv quimicanova@sbq.org.br
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