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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 25, 1995 - Issue 21
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Original Articles

Oxidation of α-Acetoxy Acetals with Trichloroisocyanuric Acid

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Pages 3463-3470 | Received 05 Apr 1995, Published online: 23 Sep 2006

References

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  • By the same procedure, α-hydroxy dimethyl acetals with the alcoholic group on a tertiary carbon were oxydized smoothly to α-hydroxy esters. 1-Hydroxycyclohexancarboxaldehyde dimethyl acetal, for example, was converted into methyl 1-hydroxycyclohexancarboxylate (99% yield) in about 3 hours
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  • Before chromatography, purification is made easier by a saponification in methanol/water of the glycols monoacetates, the reaction by-products

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