Abstract
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, ...
Abstract
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, N-desmethyl-N-carbethoxynarcotine (3), found in the HPLC chromatogram, was identified by direct comparison with synthetic 3; this compound had caused difficulty in our previous mass spectrometric investigations.
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