Preparation and rearrangement of some α-hydroxy-aldehydes

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Abstract
2-Cycloalkyl-2-hydroxy-2-phenylacetaldehydes, prepared by oxidation of the corresponding 2-cycloalkyl-2-phenylethane-1,2-diols with acetic anhydride in dimethyl sulphoxide, undergo acid-catalysed rearrangements in boiling heptane to give cycloalkenyl benzyl ketones.