Chiral Allylsilane Additions to Chiral alpha-Substituted Aldehydes
Autor(a) principal: | |
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Data de Publicação: | 1998 |
Outros Autores: | |
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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Journal of the Brazilian Chemical Society (Online) |
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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 |
_version_ |
1750318163416842240 |