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Stereochemical Elucidation of the Reaction Products of α-Narcotine with Ethyl Chloroformate

Lee, D. U. ; Eibler, E. ; Mayer, K. K. ; Wiegrebe, Wolfgang


α-Narcotine (1) was treated with ethyl chloroformate by refluxing in dichloromethane to afford six products, which were separated by preparative high-performance liquid chromatography (HPLC). Their stereochemistry and structures were elucidated. This reaction proceeded initially to the chloro-carbamates and successively to the corresponding carbinols. In addition, ...


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