Journal of the American Chemical Society p. 6279 - 6285 (1983)
Update date:2022-08-03
Topics: Characterization NMR spectroscopy Catalyst Decomposition Mass spectrometry reflux Stereochemistry Chromatography Purification Reaction Mechanism Substitution Reaction Isomerism Synthesis Yield Eand Z-3,3,5-Trisubstituted 1,2-Dioxolanes
Yoshida
Miura
Nojima
Kusabayashi
The reactions of a number of ozonides and olefins in the presence of boron trifluoride-diethyl ether gave the corresponding mixtures of (E)- and (Z)-1,2-dioxolanes in 12-70% yield. The decomposition of the E-Z isomeric 1,2-dioxolanes 3a-c was undertaken under a variety of conditions, i. e. , thermal, TiCl//4-mediated, FeSO//4-catalyzed, and LiAlH//4-mediated decompositions.
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Doi:10.3987/COM-93-6509
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