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Issue 17, 1977
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Sodium chromate oxidation of enol benzoates. Allylic oxidation versus a novel rearrangement

Abstract

Various enol benzoates were oxidized with sodium chromate in acetic acid and acetic anhydride. Allylic oxidation (leading to 1-benzoyloxy-3-oxoalk-1-enes) and a novel oxidative rearrangement (leading to α-benzoyloxyketones) in varying yields were the major reactions observed. The implications of these findings are discussed.

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Article information


J. Chem. Soc., Perkin Trans. 1, 1977, 1889-1898
Article type
Paper

Sodium chromate oxidation of enol benzoates. Allylic oxidation versus a novel rearrangement

A. Goldblum and R. Mechoulam, J. Chem. Soc., Perkin Trans. 1, 1977, 1889
DOI: 10.1039/P19770001889

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