Photochemical deconjugation of α, β-unsaturated ketones

…, R Ricard, CSK Wan, AC Weedon

Index: Eng, Stephen L.; Ricard, Roland; Wan, Calvin S. K.; Weedon, Alan C. Journal of the Chemical Society, Chemical Communications, 1983 , # 5 p. 236 - 238

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Abstract

It is shown that 'photochemically inert'α, β-unsaturated ketones can undergo synthetically useful uv light induced deconjugation via photoenolization in the presence of a mild base, and the mechanism of this reaction has been examined by measurement of the relative quantum yield of deconjugation as a function of base and solvent; the results indicate two competing mechanism for the reketonization of the intermediate dienols, one involving a ...