Phenol oxidation. Part I. The synthesis of isoboldine and glaucine
Abstract
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.