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13C-13C spin-spin coupling constants in structural studies: XLIII. Stereochemical study on functionalized 3-iminopyrrolizines
Authors:S. S. Khutsishvili  Yu. Yu. Rusakov  L. B. Krivdin  N. V. Istomina  O. V. Petrova  L. N. Sobenina  A. I. Mikhaleva
Affiliation:(1) Favorskii Irkutsk Institute of Chemistry, Siberian Division, Russian Academy of Sciences, ul. Favorskogo 1, Irkutsk, 664033, Russia
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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