- Selenium-Catalyzed Conversion of Methyl Ketones into α-Keto Acetals
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The reaction of methyl ketones with catalytic amounts of diphenyl diselenide and an excess of ammonium peroxydisulfate in methanol proceeds smoothly to afford α-keto acetals in good yield.In some cases reaction yields were increased by using stoichiometri
- Tiecco, M.,Testaferri, L.,Tingoli, M.,Bartoli, D.
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p. 4523 - 4528
(2007/10/02)
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- A Study of Rearrangement of some 1,3-Dimethoxyalkan-2-ones
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1,3-Dialkoxyacetones, 1-alkyl- and 1-(substituted phenyl)-, 1-alkanoyl-1,3-dimethoxyacetones, and methyl 2,4-dimethoxyacetoacetate were shown to undergo acid-catalysed rearrangement to give respectively methylglyoxal dialkyl acetals, 3-substituted methylglyoxal dimethyl acetals, 5-alkyl-3-methoxy- and 4,5-dimethoxyfuran-2(5H)-ones. 1-(Substituted aroyl)-1,3-dimethoxyacetones underwent only scission to give substituted ω-methoxyacetophenones.Methyl 2-alkyl-2,4-dimethoxyacetoacetates, 3- and 1-methoxy-, and 1,5-dimethoxypentane-2,4-diones were not affected by similaracid treatment except for the fact that they suffered some limited C-C bond scissions.Implications related to rearrangement mechanisms are discussed.
- Yu, Yin,Chen, Guo-qiang,Zhu, Jun,Zhang, Xu-sheng,Chen, Shu-xin,et al.
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p. 2239 - 2243
(2007/10/02)
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