Abstract
Fifteen previously unreported 2-alkyl- and 5-alkyl-2, 2-dimethyl-1, 3-dithianes have been synthesized by the condensation of 2-alkylpropane-1, 3-dithiols with acetaldehyde, isobutylraldehyde, and acetone, and their structures have been confirmed by their IR spectra. The existence of stereoisomers in a number of the thioacetals has been shown by GLC and TLC. Some of the stereoisomeric 2, 5-diakyl-1, 3-dithianes have been separated by fractionation in an efficient column into the individual isomers, the purity of which was confirmed by TLC, GLC, and IR spectroscopy.
This is a preview of subscription content, log in via an institution to check access.
Similar content being viewed by others
References
H. T. Kalff and E. Havinga, Rec. trav. chim., 85, 467, 1966.
Lüttringhaus, S. Kabuss, H. Prinzbach, and F. Langenbücher, Ann., 653, 195, 1962.
R. Abraham and W. Thomas, J. Chem. Soc., 335, 1965.
A. V. Bogatskii, Yu. Yu. Samitov, and N. L. Garkovik, ZhOrKh, 2, 1335, 1966; A. V. Bogatskii, A. A. Kolesnik, and Yu. Yu. Samitov, ZhOKh, 37, 1960, 1967; A. V. Bosalaeva, L. V. Basalaeva, and Yu. Yu. Samitov, ZhOKh, 37, 1688, 1967.
M. Bartok, B. Kozma, and A. Gilde, Acta phys. et chem. (Szeged), 9, 35, 1965.
Z. D. Bogatskaya, V. P. Osipchuk, Ti Fu-Pao, and V. P. Gol'mov, ZhOKh, 32, 2282, 1962.
General Practical Handbook on Organic Chemistry [Russian translation], ed. A. N. Kost, Moscow, 190, 484, 1965.
W. Autenrieth and K. Wolff, 32, 1375, 1899.
J. Stocken, J. Chem. Soc., 594, 1947.
E. Salmi, Ber., 71, 1803, 1938.
A. V. Bogatskii, A. I. Gren', Z. D. Bogatskaya, and Yu. Yu. Samitov, TEKh [Theoretical and Experimental Chemistry], 1970 (in press).
Author information
Authors and Affiliations
Additional information
For part III, see [11].
Rights and permissions
About this article
Cite this article
Vostrova, L.N., Somchinskaya, V.N., Bogatskaya, Z.D. et al. The stereochemistry of heterocycles. Chem Heterocycl Compd 6, 426–429 (1970). https://doi.org/10.1007/BF00478382
Issue Date:
DOI: https://doi.org/10.1007/BF00478382