Abstract
Cularidine, which on O-methylation yields cularine, has one phenolic hydroxyl group. It was O-ethylated with diazoethane, and the resultant O-ethylcularidine was degraded to asaronic and 4-ethoxyphthalic acids via sodium – liquid ammonia fission, O-methylation, double Hofmann degradation, and oxidation. These fragments prove the structure of cularidine to be that shown by III.

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