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Dimethyldioxirane oxidation of exocyclic (E,E)-cinnamylideneketones

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Aust J Chem, 2009, 62, 82-89.pdf320.68 KBAdobe PDF Ver/Abrir

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Resumo(s)

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.

Descrição

Palavras-chave

Cinnamylideneketones Dimethyldioxirane Epoxides NMR spectroscopy

Contexto Educativo

Citação

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

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CSIRO PUBLISHING

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