Abstract 2′-Hydroxychalcones were oxidized with lead tetraacetate and manganic acetate to give trans- and cis-aurones, together with substituted benzoic acids and cinnamic acid. In the oxidation, 2′-benzyloxy-4,4′-dimethoxychal-cone gave 2-acetoxy-l-(2′-benzyloxy-4′-methoxy)phenyl-3-(4′-methoxy)phenylpropane-1,3-dione and erythro-2,3-diacetoxy-1-(2′-benzyloxy-4′-methoxy)phenyl-3-(4′-methoxy)phenylpropan-l-one. Structures of the products were elucidated spectrometrically and confirmed by syntheses.
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Kurosawa et al. (1972) studied this question.
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