Abstract
The reaction of 4-methyl-3,4-epoxytetrahydropyran with potassium thiocyanate occurs with expansion of the oxirane ring and leads to 6-methyl-8-amino-3,7-dioxa-9-thiabicyclo[4,3,0]nonane, the formation of which has been proven by the fact that products of its acylation by acid chlorides of 2-R-cinchonic acids are obtained, and also by the formation of Mannich bases when it is treated with formaldehyde and secondary amines.
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Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 8, pp. 1039–1042, August, 1992.
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Vasil'eva, S.A., Kashina, Y.A., Kulikova, M.V. et al. Reactions of epoxides of the pyran series involving ring expansion. Reaction of 4-methyl-3,4-epoxytetrahydropyran with potassium thiocyanate. Chem Heterocycl Compd 28, 868–871 (1992). https://doi.org/10.1007/BF00531316
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DOI: https://doi.org/10.1007/BF00531316