Scientia Pharmaceutica

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Oxidative Cyclisierungsreaktionen von 1-(3-Nitro-3-Phenylpropyl)Piperidin


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1 lnstitut fuer Pharmazeutische Chemie der Heinrich-Heine-Universitaet, Universitaetsstr. 1, D-40225 Duesseldorf, Germany
     

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The title compound 2-prepared by Kornblum reaction - reacted with Hg(II)-edta in a two electron withdrawal to a bicyclic compound 6, which showed in solution an equilibrium of two species probably of diastereomers, which was deduced from NMR-measurements. Additionally, resulting of an threefold dehydrogenation two diastereomeric bicyclic lactams 11A and 11B were isolated.

Keywords

Kornblum Reaction, Hg(II)-edta Dehydrogenation, Intramolecular Aminoalkylation
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  • Oxidative Cyclisierungsreaktionen von 1-(3-Nitro-3-Phenylpropyl)Piperidin

Abstract Views: 184  |  PDF Views: 2

Authors

H. Moehrle
lnstitut fuer Pharmazeutische Chemie der Heinrich-Heine-Universitaet, Universitaetsstr. 1, D-40225 Duesseldorf, Germany
W. Vetter
lnstitut fuer Pharmazeutische Chemie der Heinrich-Heine-Universitaet, Universitaetsstr. 1, D-40225 Duesseldorf, Germany

Abstract


The title compound 2-prepared by Kornblum reaction - reacted with Hg(II)-edta in a two electron withdrawal to a bicyclic compound 6, which showed in solution an equilibrium of two species probably of diastereomers, which was deduced from NMR-measurements. Additionally, resulting of an threefold dehydrogenation two diastereomeric bicyclic lactams 11A and 11B were isolated.

Keywords


Kornblum Reaction, Hg(II)-edta Dehydrogenation, Intramolecular Aminoalkylation

References