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Degradation of some Phthalideisoquinolines with Ethyl Chloroformate-Stereochemical Aspects

URN to cite this document:
urn:nbn:de:bvb:355-epub-157286
Lee, D.-U. ; Iwasa, K. ; Kamigauchi, M. ; Takao, N. ; Wiegrebe, Wolfgang
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Date of publication of this fulltext: 08 Jul 2010 05:08


Abstract

Treatment of phthalideisoquinolines such as α- (1) and β-narcotine (2) as well as ß-(3) and α-hydrastine (4) with ethyl chloroformate (ECF) at room temperature afforded, via the chloro-carbamates, the corresponding diastereomeric carbinols with high stereoselectivity. Instrumental analyses of each diastereomeric pair indicate that the major isomers derived from α- and β-narcotine as well as from ...

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