- Hydrolysis of 2-alkoxyalk-2-enals
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Hydrolysis of 2-alkoxyalk-2-enals with equimolar amount of water (in an organic solvent) and with an excess of water has been studied with the aim of synthesizing 2-oxopropanal (methylglyoxal). 2-Oxopropanal obtained in an excess of water exists in the hy
- Mamashvili,Keiko,Sarapulova,Voronkov
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- Thio-sugars. Part 6. Seco-nucleosides related to 4-thio-DL-erythrofuranose and 4-thio-DL-ribofuranose.
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The thio-sugar synthesis has been adapted to prepare seco-nucleosides, so named by analogy with steroids, for comparison with antiviral agents such as acycloguanosine.Bis(β-hydroxyethyl) sulphoxide gave, via a triacetate, crystalline 4'-thio-2',3'-seco-3'-norcytidine and similar nucleosides - also obtainable by successive action of NaIO4 and NaBH4 on the corresponding (much less soluble) 4-thioerythrosides.In unsymmetrical methyl sulphoxides, the presence of β-OH groups tends to reverse the direction of normal Pummerer rearrangement and both 1',2'-seco-2'-nor and 2',3'-dinoruridines were thus inaccessible: the latter have the acycloguanosine type side-chain.However, 2',3'-seco-3',5'-dinoruridines were readily isolated and in turn yielded 2,2'-but not 2',6-cyclonucleosides.The scope of these uridine cyclisations is briefly reviewed.
- McCormick, Joan E.,McElhinney, R. Stanley
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p. 256 - 281
(2007/10/02)
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- A Novel Hydrazino-transfer Reaction to a Saturated Carbon: Direct Conversion of Substituted Acetophenone and Aliphatic Ketone 4-Nitrophenylhydrazones into 1,2-Bis-hydrazones. Reactions of Mercury(II) Acetate with Nitrogen Compounds. Part 6
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Treatment of a series of substituted acetophenone 4-nitrophenylhydrazones with mercury(II) acetate in acetic acid gave the corresponding substituted phenylglyoxal bis-(4-nitrophenylhydrazones) in varying yields.Similar reactions involving hydrazino-transfers to methyl groups were observed with the 4-nitrophenylhydrazones of acetone, propiophenone, methyl ethyl ketone, methyl benzyl ketone, and also with the 2,4-dinitrophenylhydrazones of acetone and acetophenone.Substituent influences on product distribution and a possible mechanism are discussed.
- Butler, Richard N.,Morris, Gerard J.
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p. 2218 - 2221
(2007/10/02)
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- KINETICS AND MECHANISM OF THE REDOX REACTION OF THALLIC SULPHATE WITH ACROLEINE
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The stoichiometry, kinetics and mechanism of the redox reaction of thallic sulphate with acroleine in aqueous sulphuric acid or in aqueous dioxane solutions were studied.The acroleine molecule is oxidised with Tl(III) ions in two consecutive one-electron step to glyceraldehyde.The corresponding rate equation is -d/dt = kn , where n = 0-2.The zeroth reaction order with respect to thallic ions is attributed to a slow enolization of the hydrated acroleine, which is the rate-determining step preceding the redox reaction proper.
- Treindl, Ludovit,Melichercik, Milan
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p. 1173 - 1181
(2007/10/02)
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