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Advisor(s)
Abstract(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.
Description
Keywords
Cinnamylideneketones Dimethyldioxirane Epoxides NMR spectroscopy
Citation
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
Publisher
CSIRO PUBLISHING