Issue 24, 1976

Synthesis of bicyclo[2.2.2]octenones via modified Wessely oxidation of phenols

Abstract

The oxidation of ortho-substituted phenols with lead tetra-acetate in the presence of αβ-unsaturated acids followed by thermal intramolecular cycloaddition of the resulting cyclohexa-2,4-dienones provides a general method for the synthesis of bicyclo[2.2.2]octenones; such intramolecular reactions can lead to products that are regioisomers of related adducts formed by intermolecular Diels–Alder reactions.

Article information

Article type
Paper

J. Chem. Soc., Chem. Commun., 1976, 1016-1017

Synthesis of bicyclo[2.2.2]octenones via modified Wessely oxidation of phenols

P. Yates and H. Auksi, J. Chem. Soc., Chem. Commun., 1976, 1016 DOI: 10.1039/C39760001016

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