Ferricyanide oxidation of reticuline affords the aporphine, isoboldine, in 0·5% yield. The bromo-analogue of reticuline gives an improved yield (2·5%) of isoboldine, the bromine atom being eliminated during the oxidative coupling reaction. Methylation of the isoboldine with diazomethane yields glaucine.
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JACKSON et al. (1966) studied this question.