The Preparation and Intramolecular Radical Cyclisation Reactions of Chiral Oxime Ethers

Detalhes bibliográficos
Autor(a) principal: Booth,Susan E.
Data de Publicação: 1998
Outros Autores: Jenkins,Paul R., Swain,Christopher J.
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=S0103-50531998000400012
Resumo: Chiral oxime ether 2 and Oxime ester 4 have been prepared by alkylation and esterification of the oxime 1. Racemic hydroxylamine 6 and chiral hydroxylamine 10 have been synthesised from N-hydroxysuccinimide and the corresponding alcohol in the presence of diethylazodicarboxylate, the two products were converted into the oxime ethers 7 and 11 respectively. The intramolecular radical cyclisation reactions of these oxime ethers and esters has been studied, successful reaction was observed to produce alkyl hydroxylamines 3, 8 and 12.
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spelling The Preparation and Intramolecular Radical Cyclisation Reactions of Chiral Oxime Ethersracemic hydroxylaminesoxime esterintramolecular reactionsradical cyclizationschiral oxime etherChiral oxime ether 2 and Oxime ester 4 have been prepared by alkylation and esterification of the oxime 1. Racemic hydroxylamine 6 and chiral hydroxylamine 10 have been synthesised from N-hydroxysuccinimide and the corresponding alcohol in the presence of diethylazodicarboxylate, the two products were converted into the oxime ethers 7 and 11 respectively. The intramolecular radical cyclisation reactions of these oxime ethers and esters has been studied, successful reaction was observed to produce alkyl hydroxylamines 3, 8 and 12.Sociedade Brasileira de Química1998-08-01info:eu-repo/semantics/articleinfo:eu-repo/semantics/publishedVersiontext/htmlhttp://old.scielo.br/scielo.php?script=sci_arttext&pid=S0103-50531998000400012Journal 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/S0103-50531998000400012info:eu-repo/semantics/openAccessBooth,Susan E.Jenkins,Paul R.Swain,Christopher J.eng2002-10-30T00:00:00Zoai:scielo:S0103-50531998000400012Revistahttp://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 The Preparation and Intramolecular Radical Cyclisation Reactions of Chiral Oxime Ethers
title The Preparation and Intramolecular Radical Cyclisation Reactions of Chiral Oxime Ethers
spellingShingle The Preparation and Intramolecular Radical Cyclisation Reactions of Chiral Oxime Ethers
Booth,Susan E.
racemic hydroxylamines
oxime ester
intramolecular reactions
radical cyclizations
chiral oxime ether
title_short The Preparation and Intramolecular Radical Cyclisation Reactions of Chiral Oxime Ethers
title_full The Preparation and Intramolecular Radical Cyclisation Reactions of Chiral Oxime Ethers
title_fullStr The Preparation and Intramolecular Radical Cyclisation Reactions of Chiral Oxime Ethers
title_full_unstemmed The Preparation and Intramolecular Radical Cyclisation Reactions of Chiral Oxime Ethers
title_sort The Preparation and Intramolecular Radical Cyclisation Reactions of Chiral Oxime Ethers
author Booth,Susan E.
author_facet Booth,Susan E.
Jenkins,Paul R.
Swain,Christopher J.
author_role author
author2 Jenkins,Paul R.
Swain,Christopher J.
author2_role author
author
dc.contributor.author.fl_str_mv Booth,Susan E.
Jenkins,Paul R.
Swain,Christopher J.
dc.subject.por.fl_str_mv racemic hydroxylamines
oxime ester
intramolecular reactions
radical cyclizations
chiral oxime ether
topic racemic hydroxylamines
oxime ester
intramolecular reactions
radical cyclizations
chiral oxime ether
description Chiral oxime ether 2 and Oxime ester 4 have been prepared by alkylation and esterification of the oxime 1. Racemic hydroxylamine 6 and chiral hydroxylamine 10 have been synthesised from N-hydroxysuccinimide and the corresponding alcohol in the presence of diethylazodicarboxylate, the two products were converted into the oxime ethers 7 and 11 respectively. The intramolecular radical cyclisation reactions of these oxime ethers and esters has been studied, successful reaction was observed to produce alkyl hydroxylamines 3, 8 and 12.
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=S0103-50531998000400012
url http://old.scielo.br/scielo.php?script=sci_arttext&pid=S0103-50531998000400012
dc.language.iso.fl_str_mv eng
language eng
dc.relation.none.fl_str_mv 10.1590/S0103-50531998000400012
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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