caa a22 4500 467992487 CHVBK 20180323112548.0 cr unu---uuuuu 170328e19901001xx s 000 0 eng 10.1007/BF00472184 doi (NATIONALLICENCE)springer-10.1007/BF00472184 Stereospecificity of the addition of hydrogen cyanide to the carbonyl group of substituted 4-piperidones. Synthesis and three-dimensional structures of substituted 4-hydroxy-4-cyanopiperidines [Elektronische Daten] [B. Unkovskii, M. D'yakov, T. Sokolova, V. Rozhnov] Mixtures of stereoisomers of the corresponding 4-hydroxy-4-cyanopiperidines were synthesized by the reaction of substituted 4-piperidones with hydrogen cyanide by an exchange reaction with acetone cyanohydrin. The ratios of the stereoisomers in the resulting mixtures of stereoisomeric 4-piperidone cyanohydrins were determined by means of the 13C NMR spectra, and the three-dimensional structures were established by direct determination of the orientation of the cyano group in their molecules. A dependence of the quantitative ratios of the stereoisomeric cyanohydrins of the substituted 4-piperidones on the reaction temperature was demonstrated. Plenum Publishing Corporation, 1991 Unkovskii B. M. V. Lomonosov Institute of Fine Chemical Technology, 117571, Moscow aut D'yakov M. M. V. Lomonosov Institute of Fine Chemical Technology, 117571, Moscow aut Sokolova T. M. V. Lomonosov Institute of Fine Chemical Technology, 117571, Moscow aut Rozhnov V. M. V. Lomonosov Institute of Fine Chemical Technology, 117571, Moscow aut Chemistry of Heterocyclic Compounds Kluwer Academic Publishers-Plenum Publishers 26/10(1990-10-01), 1132-1136 0009-3122 26:10<1132 1990 26 10593 https://doi.org/10.1007/BF00472184 text/html Onlinezugriff via DOI 1 research-article jats NATIONALLICENCE 856 40 https://doi.org/10.1007/BF00472184 text/html Onlinezugriff via DOI NATIONALLICENCE 700 1- Unkovskii B. M. V. Lomonosov Institute of Fine Chemical Technology, 117571, Moscow aut NATIONALLICENCE 700 1- D'yakov M. M. V. Lomonosov Institute of Fine Chemical Technology, 117571, Moscow aut NATIONALLICENCE 700 1- Sokolova T. M. V. Lomonosov Institute of Fine Chemical Technology, 117571, Moscow aut NATIONALLICENCE 700 1- Rozhnov V. M. V. Lomonosov Institute of Fine Chemical Technology, 117571, Moscow aut NATIONALLICENCE 773 0- Chemistry of Heterocyclic Compounds Kluwer Academic Publishers-Plenum Publishers 26/10(1990-10-01), 1132-1136 0009-3122 26:10<1132 1990 26 10593 Metadata rights reserved Springer special CC-BY-NC licence nationallicence BK010053 XK010053 XK010000 NATIONALLICENCE NATIONALLICENCE NL-springer