Sodium chromate oxidation of enol benzoates. Allylic oxidation versus a novel rearrangement
- 1 January 1977
- journal article
- research article
- Published by Royal Society of Chemistry (RSC) in Journal of the Chemical Society, Perkin Transactions 1
- No. 17,p. 1889-1898
- https://doi.org/10.1039/p19770001889
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.Keywords
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