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Synthesis and Stereochemistry of New N-Substituted Cytisine Derivatives
Authors:T. V. Khakimova  O. A. Pukhlyakova  G. A. Shavaleeva  A. A. Fatykhov  E. V. Vasil'eva  L. V. Spirikhin
Affiliation:(1) Institute of Organic Chemistry, Ufa Scientific Center of the Russian Academy of Sciences, 450054 Ufa, Prospekt Oktyabrya 71
Abstract:A series of new N-substituted cytisine derivatives was synthesized. The1H and13C NMR spectra of certain compounds exhibit a doubled set of signals. This is explained by formation of diastereomeric pairs in compounds containing an asymmetric center in the substituents. The signal splitting in -COHC=CHCO2H and HC=O (formyl) derivatives is explained by the existence of Z and E invertomers. Their stereochemical features are discussed. Amide conjugation is confirmed by temperature experiments.
Keywords:cytisine  derivatives  amide conjugation  1H and 13C NMR spectra
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