13C-13C spin-spin coupling constants in structural studies: XLIII. Stereochemical study on functionalized 3-iminopyrrolizines |
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Authors: | S. S. Khutsishvili Yu. Yu. Rusakov L. B. Krivdin N. V. Istomina O. V. Petrova L. N. Sobenina A. I. Mikhaleva |
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Affiliation: | (1) Favorskii Irkutsk Institute of Chemistry, Siberian Division, Russian Academy of Sciences, ul. Favorskogo 1, Irkutsk, 664033, Russia |
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Abstract: | Three 1-ethylsulfanyl-3-imino-3H-pyrrolizine-2-carboxamides were synthesized by intramolecular cyclization of substituted (2Z)-2-cyano-3-ethylsulfanyl-3-(1H-pyrrol-2-yl)prop-2-enamides. The products were assigned syn configuration at the C=N bond and preferential s-cis orientation of the carbamoyl group on the basis of the experimental 13C-13C coupling constants and high-level nonempirical quantum-chemical calculations. |
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