An Improved Conversion of Cyclohexanones into 1-Methyl-2-Formylcyclohexenes

References

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• If this oxidation step was omitted, isolation of aldehyde was much more difficult. Over-oxidation to the corresponding acid is not a problem since treatment of isolated aldehyde with an excess of Jone's reagent at 0° results in negligible conversion to acid
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• Although the low reactivity of conjugated aldehydes with Jone's reagent has been observed by others, this property of the reagent is rarely cited in reviews or advanced textbooks discussing this reagent. One reason may be because one of the early applications of this reagent9 was in the oxidation of primary allylic alcohols in polyunsaturated systems to the corresponding carboxylic acids. However, in many cases then studied, reasonable yields (20–40%) could be obtained only by use of an excess of oxidant and by reoxidation of the neutral fractions obtained
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• The financial support of the Robert A. Welch Foundation is gratefully acknowledged
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