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

Amiram Goldblum, Raphael Mechoulam*

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

18 Scopus citations

Abstract

Various enol benzoates were oxidized with sodium chromate in acetic acid and acetic anhydride. Allylic oxidation (leading to 1 -benzoyloxy-3-0xoalk-l -enes) and a novel oxidative rearrangement (leading to a-benzoyloxyketones) in varying yields were the major reactions observed. The implications of these findings are discussed.

Original languageEnglish
Pages (from-to)1889-1898
Number of pages10
JournalJournal of the Chemical Society, Perkin Transactions 1
DOIs
StatePublished - 1977

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