Conditions under which medium-ring αβ- and βγ-unsaturated ketones can be interconverted have been established, and equilibrium constants have been determined for rings of six to nine members inclusive. Increase in ring size progressively favours the βγ-unsaturated ketone, and it is the more stable isomer in the eight and nine membered rings.
N. Heap and G. H. Whitham, J. Chem. Soc. B, 1966, 164 DOI: 10.1039/J29660000164
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