Chiral Allylsilane Additions to Chiral alpha-Substituted Aldehydes

Detalhes bibliográficos
Autor(a) principal: Dias,Luiz C.
Data de Publicação: 1998
Outros Autores: Giacomini,Rosana
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=S0103-50531998000400008
Resumo: Chiral allylsilane 3 reacted with chiral alpha-methyl-beta-siloxy-aldehydes to afford the corresponding 1,4-syn-products with good diastereoselectivities independent of the absolute stereochemistry of these aldehydes. The best selectivities are observed when the reactions are carried out by transmetallation of the allylsilane 3 using Tin (IV) Chloride in CH2Cl2, at -78 °C, before addition of the aldehydes.
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spelling Chiral Allylsilane Additions to Chiral alpha-Substituted Aldehydeschiral allylsilanetransmetallation1,4-asymmetric inductionpolyacetate derived natural productsChiral allylsilane 3 reacted with chiral alpha-methyl-beta-siloxy-aldehydes to afford the corresponding 1,4-syn-products with good diastereoselectivities independent of the absolute stereochemistry of these aldehydes. The best selectivities are observed when the reactions are carried out by transmetallation of the allylsilane 3 using Tin (IV) Chloride in CH2Cl2, at -78 °C, before addition of the aldehydes.Sociedade Brasileira de Química1998-08-01info:eu-repo/semantics/articleinfo:eu-repo/semantics/publishedVersiontext/htmlhttp://old.scielo.br/scielo.php?script=sci_arttext&pid=S0103-50531998000400008Journal of the Brazilian Chemical Society v.9 n.4 1998reponame:Journal of the Brazilian Chemical Society (Online)instname:Sociedade Brasileira de Química (SBQ)instacron:SBQ10.1590/S0103-50531998000400008info:eu-repo/semantics/openAccessDias,Luiz C.Giacomini,Rosanaeng2002-10-30T00:00:00Zoai:scielo:S0103-50531998000400008Revistahttp://jbcs.sbq.org.brONGhttps://old.scielo.br/oai/scielo-oai.php||office@jbcs.sbq.org.br1678-47900103-5053opendoar:2002-10-30T00:00Journal of the Brazilian Chemical Society (Online) - Sociedade Brasileira de Química (SBQ)false
dc.title.none.fl_str_mv Chiral Allylsilane Additions to Chiral alpha-Substituted Aldehydes
title Chiral Allylsilane Additions to Chiral alpha-Substituted Aldehydes
spellingShingle Chiral Allylsilane Additions to Chiral alpha-Substituted Aldehydes
Dias,Luiz C.
chiral allylsilane
transmetallation
1,4-asymmetric induction
polyacetate derived natural products
title_short Chiral Allylsilane Additions to Chiral alpha-Substituted Aldehydes
title_full Chiral Allylsilane Additions to Chiral alpha-Substituted Aldehydes
title_fullStr Chiral Allylsilane Additions to Chiral alpha-Substituted Aldehydes
title_full_unstemmed Chiral Allylsilane Additions to Chiral alpha-Substituted Aldehydes
title_sort Chiral Allylsilane Additions to Chiral alpha-Substituted Aldehydes
author Dias,Luiz C.
author_facet Dias,Luiz C.
Giacomini,Rosana
author_role author
author2 Giacomini,Rosana
author2_role author
dc.contributor.author.fl_str_mv Dias,Luiz C.
Giacomini,Rosana
dc.subject.por.fl_str_mv chiral allylsilane
transmetallation
1,4-asymmetric induction
polyacetate derived natural products
topic chiral allylsilane
transmetallation
1,4-asymmetric induction
polyacetate derived natural products
description Chiral allylsilane 3 reacted with chiral alpha-methyl-beta-siloxy-aldehydes to afford the corresponding 1,4-syn-products with good diastereoselectivities independent of the absolute stereochemistry of these aldehydes. The best selectivities are observed when the reactions are carried out by transmetallation of the allylsilane 3 using Tin (IV) Chloride in CH2Cl2, at -78 °C, before addition of the aldehydes.
publishDate 1998
dc.date.none.fl_str_mv 1998-08-01
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=S0103-50531998000400008
url http://old.scielo.br/scielo.php?script=sci_arttext&pid=S0103-50531998000400008
dc.language.iso.fl_str_mv eng
language eng
dc.relation.none.fl_str_mv 10.1590/S0103-50531998000400008
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.9 n.4 1998
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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