Synthesis of bicyclo[2.2.2]octenones via modified Wessely oxidation of phenols
- 1 January 1976
- journal article
- research article
- Published by Royal Society of Chemistry (RSC) in Journal of the Chemical Society, Chemical Communications
- No. 24,p. 1016-1017
- https://doi.org/10.1039/c39760001016
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.Keywords
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