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Cerium (III) Chloride, a Novel Reagent for Nonaqueous Selective Conversion of Dioxolanes to Carbonyl Compounds

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This article is published in Journal of Organic Chemistry.The article was published on 1997-06-13. It has received 97 citations till now. The article focuses on the topics: Cerium(III) chloride & Reagent.

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Citations
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Highly Efficient Chemoselective Deprotection of O,O-Acetals and O,O-Ketals Catalyzed by Molecular Iodine in Acetone

TL;DR: An extremely convenient method for deprotection of acetals and ketals catalyzed by molecular iodine in acetone is reported, and the highly acid-sensitive furyl, tert-butyl ethers, and ketone-oxime stayed intact.
Journal ArticleDOI

Highly efficient and versatile acetylation of alcohols catalyzed by cerium(III) triflate

TL;DR: Cerium(III) triflate is a powerful catalyst for the acetylation of alcohols as discussed by the authors, which works well for a large variety of simple and functionalized alcohols, without isomerization of chiral centres.
Journal ArticleDOI

Highly regioselective ring opening of epoxides and aziridines using cerium(III) chloride

TL;DR: A wide variety of epoxides and aziridines were converted to the corresponding β-halohydrins and β-haloamines using cerium(III) chloride and the cerium-III chloride/NaI system in acetonitrile.
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CeCl3.7H2O: a novel reagent for the synthesis of 2-deoxysugars from D-glycals

TL;DR: In the absence of NaI, the glycals undergo Ferrier rearrangement under the influence of CeCl3·7H2O in refluxing acetonitrile to afford the corresponding 2,3-unsaturated hexopyranosides in good yields as mentioned in this paper.
References
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Journal ArticleDOI

Rapid chromatographic technique for preparative separations with moderate resolution

Abstract: (11) Potassium ferricyanide has previously been used to convert w'c-1,2-dicarboxylate groups to double bonds. See, for example, L. F. Fieser and M. J. Haddadln, J. Am. Chem. Soc., 86, 2392 (1964). The oxidative dldecarboxylation of 1,2-dlcarboxyllc acids is, of course, a well-known process. See Inter alia (a) C. A. Grob, M. Ohta, and A. Weiss, Helv. Chim. Acta, 41, 1911 (1958); and (b) E. N. Cain, R. Vukov, and S. Masamune, J. Chem. Soc. D, 98 (1969).
Journal ArticleDOI

Reactions of carbonyl compounds with Grignard reagents in the presence of cerium chloride

TL;DR: The addition of Grignard reagents to ketones is significantly enhanced by cerium chloride with remarkable suppression of side reactions, particularly enolization.
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