Evaluation of lipases in the desymmetrization of meso-exo-3,5-dihydroxymethylenetricyclo[5.2.1.0(2,6)]decane and the synthesis of chiral derivatives

Detalhes bibliográficos
Autor(a) principal: Costa,Valentim E. U
Data de Publicação: 2004
Outros Autores: Pohlmann,Adriana R, Sordi,Marli L. T. de
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=S0103-50532004000100005
Resumo: meso-exo-3,5-dihydroxymethylenetricyclo[5.2.1.0(2,6)]decane was efficiently desymmetrized by the lipase from Pseudomonas cepacia (PS-C 'Amano' II) in vinyl acetate in high yields (93%) and with excellent enantiomeric excesses (ee > 99% by chiral GC). Chiral synthons for asymmetric synthesis were synthesized from this enantiopure compound.
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spelling Evaluation of lipases in the desymmetrization of meso-exo-3,5-dihydroxymethylenetricyclo[5.2.1.0(2,6)]decane and the synthesis of chiral derivativeslipasesenzymatic catalysisdesymmetrizationchiral compoundsmeso-exo-3,5-dihydroxymethylenetricyclo[5.2.1.0(2,6)]decane was efficiently desymmetrized by the lipase from Pseudomonas cepacia (PS-C 'Amano' II) in vinyl acetate in high yields (93%) and with excellent enantiomeric excesses (ee > 99% by chiral GC). Chiral synthons for asymmetric synthesis were synthesized from this enantiopure compound.Sociedade Brasileira de Química2004-02-01info:eu-repo/semantics/articleinfo:eu-repo/semantics/publishedVersiontext/htmlhttp://old.scielo.br/scielo.php?script=sci_arttext&pid=S0103-50532004000100005Journal of the Brazilian Chemical Society v.15 n.1 2004reponame:Journal of the Brazilian Chemical Society (Online)instname:Sociedade Brasileira de Química (SBQ)instacron:SBQ10.1590/S0103-50532004000100005info:eu-repo/semantics/openAccessCosta,Valentim E. UPohlmann,Adriana RSordi,Marli L. T. deeng2004-05-25T00:00:00Zoai:scielo:S0103-50532004000100005Revistahttp://jbcs.sbq.org.brONGhttps://old.scielo.br/oai/scielo-oai.php||office@jbcs.sbq.org.br1678-47900103-5053opendoar:2004-05-25T00:00Journal of the Brazilian Chemical Society (Online) - Sociedade Brasileira de Química (SBQ)false
dc.title.none.fl_str_mv Evaluation of lipases in the desymmetrization of meso-exo-3,5-dihydroxymethylenetricyclo[5.2.1.0(2,6)]decane and the synthesis of chiral derivatives
title Evaluation of lipases in the desymmetrization of meso-exo-3,5-dihydroxymethylenetricyclo[5.2.1.0(2,6)]decane and the synthesis of chiral derivatives
spellingShingle Evaluation of lipases in the desymmetrization of meso-exo-3,5-dihydroxymethylenetricyclo[5.2.1.0(2,6)]decane and the synthesis of chiral derivatives
Costa,Valentim E. U
lipases
enzymatic catalysis
desymmetrization
chiral compounds
title_short Evaluation of lipases in the desymmetrization of meso-exo-3,5-dihydroxymethylenetricyclo[5.2.1.0(2,6)]decane and the synthesis of chiral derivatives
title_full Evaluation of lipases in the desymmetrization of meso-exo-3,5-dihydroxymethylenetricyclo[5.2.1.0(2,6)]decane and the synthesis of chiral derivatives
title_fullStr Evaluation of lipases in the desymmetrization of meso-exo-3,5-dihydroxymethylenetricyclo[5.2.1.0(2,6)]decane and the synthesis of chiral derivatives
title_full_unstemmed Evaluation of lipases in the desymmetrization of meso-exo-3,5-dihydroxymethylenetricyclo[5.2.1.0(2,6)]decane and the synthesis of chiral derivatives
title_sort Evaluation of lipases in the desymmetrization of meso-exo-3,5-dihydroxymethylenetricyclo[5.2.1.0(2,6)]decane and the synthesis of chiral derivatives
author Costa,Valentim E. U
author_facet Costa,Valentim E. U
Pohlmann,Adriana R
Sordi,Marli L. T. de
author_role author
author2 Pohlmann,Adriana R
Sordi,Marli L. T. de
author2_role author
author
dc.contributor.author.fl_str_mv Costa,Valentim E. U
Pohlmann,Adriana R
Sordi,Marli L. T. de
dc.subject.por.fl_str_mv lipases
enzymatic catalysis
desymmetrization
chiral compounds
topic lipases
enzymatic catalysis
desymmetrization
chiral compounds
description meso-exo-3,5-dihydroxymethylenetricyclo[5.2.1.0(2,6)]decane was efficiently desymmetrized by the lipase from Pseudomonas cepacia (PS-C 'Amano' II) in vinyl acetate in high yields (93%) and with excellent enantiomeric excesses (ee > 99% by chiral GC). Chiral synthons for asymmetric synthesis were synthesized from this enantiopure compound.
publishDate 2004
dc.date.none.fl_str_mv 2004-02-01
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=S0103-50532004000100005
url http://old.scielo.br/scielo.php?script=sci_arttext&pid=S0103-50532004000100005
dc.language.iso.fl_str_mv eng
language eng
dc.relation.none.fl_str_mv 10.1590/S0103-50532004000100005
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.15 n.1 2004
reponame:Journal of the Brazilian Chemical Society (Online)
instname:Sociedade Brasileira de Química (SBQ)
instacron:SBQ
instname_str Sociedade Brasileira de Química (SBQ)
instacron_str SBQ
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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