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Optically Active Intermediate from Degradation of (-)-Laudanosine, a Benzylisoquinoline Alkaloid, with Ethyl Chloroformate

URN to cite this document:
urn:nbn:de:bvb:355-epub-157273
Lee, D.-U. ; Wiegrebe, Wolfgang
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Date of publication of this fulltext: 08 Jul 2010 05:07


Abstract

Degradation of (—)-laudanosine, a 1-benzyl-1,2,3,4-tetrahydroisoquinoline alkaloid, with ethyl chloroformate (ECF) afforded an optically active chloro-carbamate as an intermediate. The reason why this intermediate exhibits an optical activity was investigated by comparison with the reactions of some model compounds with ECF. It may be supposed that the chloride group in a hypothetic carbenium ion ...

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