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Oxidation of the lignin model compound 1,2-bis(p-methoxyphenyl)propane-1,3-diol (1) catalysed by hemin in the presence of t-butyl hydroperoxide and 18O2 yielded p-methoxyphenylethane-1,2-diol (2) with 83%18O incorporation into the newly formed hydroxy group and p-anisaldehyde (3) as the initial Cα–Cβ bond cleavage products.
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Habe et al. (1985) studied this question.
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