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Stereochemical peculiarities of the catalytic reduction of sym-octahydrothioxanthylium salts

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Chemistry of Heterocyclic Compounds Aims and scope

Abstract

The three-dimensional structures of the products of catalytic hydrogenation of sym-octahydrothioxanthylium salts in the presence of palladium on carbon were studied by 13C NMR spectroscopy. It was shown that the reaction proceeds stereoselectively with the formation of cis-syn-cis isomers. The stereochemistry of the reduction products is in agreement with the previously proposed reaction mechanism.

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Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 9, pp. 1187–1190, September, 1987.

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Kharchenko, V.G., Yudovich, L.M., Bozhenova, O.A. et al. Stereochemical peculiarities of the catalytic reduction of sym-octahydrothioxanthylium salts. Chem Heterocycl Compd 23, 947–950 (1987). https://doi.org/10.1007/BF00475356

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  • DOI: https://doi.org/10.1007/BF00475356

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