Synthesis and Stereochemistry of New N-Substituted Cytisine Derivatives |
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Authors: | T. V. Khakimova O. A. Pukhlyakova G. A. Shavaleeva A. A. Fatykhov E. V. Vasil'eva L. V. Spirikhin |
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Affiliation: | (1) Institute of Organic Chemistry, Ufa Scientific Center of the Russian Academy of Sciences, 450054 Ufa, Prospekt Oktyabrya 71 |
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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. |
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Keywords: | cytisine derivatives amide conjugation 1H and 13C NMR spectra |
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