The Stereochemistry of Hydrastine, Narcotine, Ophiocarpine, and their Derivatives. II. Absolute Configuration of Narcotine and their Derivatives

Abstract

The natural l-α-narcotine (Iα) and its epimer l-β-narcotine (Iβ) were stereospecifically converted into 1-(2-methyl-3, 4-dimethoxybenzyl)-6, 7-methylenedioxy-1, 2, 3, 4-tetrahydroisoquinoline (IV) and (-)-1-methoxycanadine (X), respectively. According to these results, the absolute configuration of Iα and Iβ were established as (αS : 1R) and (αS : 1R), respectively.