Dimethyldioxirane oxidation of exocyclic (E,E)-cinnamylideneketones

Detalhes bibliográficos
Autor(a) principal: Lévai, Albert
Data de Publicação: 2009
Outros Autores: Silva, Artur, Santos, Clementina M.M., Cavaleiro, José, Jeko, József
Tipo de documento: Artigo
Idioma: eng
Título da fonte: Repositório Científico de Acesso Aberto de Portugal (Repositórios Cientìficos)
Texto Completo: http://hdl.handle.net/10198/3921
Resumo: Exocyclic (E,E)-cinnamylideneketones were oxidized by an excess of isolated dimethyldioxirane (DMDO, in acetone solution) at room temperature, providing diastereomeric mixtures of the α,β:γ,δ-diepoxides. In the case of derivatives bearing an ortho-nitrocinnamylidene moiety, α,β-monoepoxides were also isolated as minor products. The structures of all new compounds and the stereochemistry of the monoepoxides and diepoxide diastereomers were established by NMR studies.
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spelling Dimethyldioxirane oxidation of exocyclic (E,E)-cinnamylideneketonesCinnamylideneketonesDimethyldioxiraneEpoxidesNMR spectroscopyExocyclic (E,E)-cinnamylideneketones were oxidized by an excess of isolated dimethyldioxirane (DMDO, in acetone solution) at room temperature, providing diastereomeric mixtures of the α,β:γ,δ-diepoxides. In the case of derivatives bearing an ortho-nitrocinnamylidene moiety, α,β-monoepoxides were also isolated as minor products. The structures of all new compounds and the stereochemistry of the monoepoxides and diepoxide diastereomers were established by NMR studies.CSIRO PUBLISHINGBiblioteca Digital do IPBLévai, AlbertSilva, ArturSantos, Clementina M.M.Cavaleiro, JoséJeko, József2011-04-04T11:27:47Z20092009-01-01T00:00:00Zinfo:eu-repo/semantics/publishedVersioninfo:eu-repo/semantics/articleapplication/pdfhttp://hdl.handle.net/10198/3921engLévai, Albert; Silva, Artur; Santos, Clementina; Cavaleiro, José; Jeko, József (2009). Dimethyldioxirane oxidation of exocyclic (E,E)-cinnamylideneketones. Australian Journal of Chemistry - an International Journal for Chemical Science. ISSN 0004-9425, 62:1, p. 82-890004-942510.1071/CH08216info:eu-repo/semantics/openAccessreponame:Repositório Científico de Acesso Aberto de Portugal (Repositórios Cientìficos)instname:Agência para a Sociedade do Conhecimento (UMIC) - FCT - Sociedade da Informaçãoinstacron:RCAAP2023-11-21T10:08:21Zoai:bibliotecadigital.ipb.pt:10198/3921Portal AgregadorONGhttps://www.rcaap.pt/oai/openaireopendoar:71602024-03-19T22:56:08.462779Repositório Científico de Acesso Aberto de Portugal (Repositórios Cientìficos) - Agência para a Sociedade do Conhecimento (UMIC) - FCT - Sociedade da Informaçãofalse
dc.title.none.fl_str_mv Dimethyldioxirane oxidation of exocyclic (E,E)-cinnamylideneketones
title Dimethyldioxirane oxidation of exocyclic (E,E)-cinnamylideneketones
spellingShingle Dimethyldioxirane oxidation of exocyclic (E,E)-cinnamylideneketones
Lévai, Albert
Cinnamylideneketones
Dimethyldioxirane
Epoxides
NMR spectroscopy
title_short Dimethyldioxirane oxidation of exocyclic (E,E)-cinnamylideneketones
title_full Dimethyldioxirane oxidation of exocyclic (E,E)-cinnamylideneketones
title_fullStr Dimethyldioxirane oxidation of exocyclic (E,E)-cinnamylideneketones
title_full_unstemmed Dimethyldioxirane oxidation of exocyclic (E,E)-cinnamylideneketones
title_sort Dimethyldioxirane oxidation of exocyclic (E,E)-cinnamylideneketones
author Lévai, Albert
author_facet Lévai, Albert
Silva, Artur
Santos, Clementina M.M.
Cavaleiro, José
Jeko, József
author_role author
author2 Silva, Artur
Santos, Clementina M.M.
Cavaleiro, José
Jeko, József
author2_role author
author
author
author
dc.contributor.none.fl_str_mv Biblioteca Digital do IPB
dc.contributor.author.fl_str_mv Lévai, Albert
Silva, Artur
Santos, Clementina M.M.
Cavaleiro, José
Jeko, József
dc.subject.por.fl_str_mv Cinnamylideneketones
Dimethyldioxirane
Epoxides
NMR spectroscopy
topic Cinnamylideneketones
Dimethyldioxirane
Epoxides
NMR spectroscopy
description Exocyclic (E,E)-cinnamylideneketones were oxidized by an excess of isolated dimethyldioxirane (DMDO, in acetone solution) at room temperature, providing diastereomeric mixtures of the α,β:γ,δ-diepoxides. In the case of derivatives bearing an ortho-nitrocinnamylidene moiety, α,β-monoepoxides were also isolated as minor products. The structures of all new compounds and the stereochemistry of the monoepoxides and diepoxide diastereomers were established by NMR studies.
publishDate 2009
dc.date.none.fl_str_mv 2009
2009-01-01T00:00:00Z
2011-04-04T11:27:47Z
dc.type.status.fl_str_mv info:eu-repo/semantics/publishedVersion
dc.type.driver.fl_str_mv info:eu-repo/semantics/article
format article
status_str publishedVersion
dc.identifier.uri.fl_str_mv http://hdl.handle.net/10198/3921
url http://hdl.handle.net/10198/3921
dc.language.iso.fl_str_mv eng
language eng
dc.relation.none.fl_str_mv Lévai, Albert; Silva, Artur; Santos, Clementina; Cavaleiro, José; Jeko, József (2009). Dimethyldioxirane oxidation of exocyclic (E,E)-cinnamylideneketones. Australian Journal of Chemistry - an International Journal for Chemical Science. ISSN 0004-9425, 62:1, p. 82-89
0004-9425
10.1071/CH08216
dc.rights.driver.fl_str_mv info:eu-repo/semantics/openAccess
eu_rights_str_mv openAccess
dc.format.none.fl_str_mv application/pdf
dc.publisher.none.fl_str_mv CSIRO PUBLISHING
publisher.none.fl_str_mv CSIRO PUBLISHING
dc.source.none.fl_str_mv reponame:Repositório Científico de Acesso Aberto de Portugal (Repositórios Cientìficos)
instname:Agência para a Sociedade do Conhecimento (UMIC) - FCT - Sociedade da Informação
instacron:RCAAP
instname_str Agência para a Sociedade do Conhecimento (UMIC) - FCT - Sociedade da Informação
instacron_str RCAAP
institution RCAAP
reponame_str Repositório Científico de Acesso Aberto de Portugal (Repositórios Cientìficos)
collection Repositório Científico de Acesso Aberto de Portugal (Repositórios Cientìficos)
repository.name.fl_str_mv Repositório Científico de Acesso Aberto de Portugal (Repositórios Cientìficos) - Agência para a Sociedade do Conhecimento (UMIC) - FCT - Sociedade da Informação
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