Abstract
Reaction of 2-methyl-2-cinnamoyloxiranes with benzylamine gave stereoisomeric 3-hydroxy-3-methyl-1-benzyl-6-aryl-4-piperidones, which were converted to 3-hydroxy-1,3-dimethyl-6-aryl-4-piperidones by debenzylation and subsequent methylation. 3-Hydroxy-3-methyl-6-phenyltetrahydro-4-thiopyrone acetate was obtained by reaction of 2-methyl-2-cinnamoyloxirane with thioacetic acid. The three-dimensional configurations of the synthesized compounds were established by means of their IR and PMR spectra.
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Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 5, pp. 670–674, May, 1975.
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Stanishevskii, L.S., Tishchenko, I.G. & Zvonok, A.M. Reaction of 2 -methyl-2-cinnamoyloxiranes with benzylamine and thioacetic acid. Chem Heterocycl Compd 11, 584–587 (1975). https://doi.org/10.1007/BF00480485
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DOI: https://doi.org/10.1007/BF00480485