Abstract
The reaction of trifluoromethyl-containing enones with hydroxylamine under various conditions is studied. The products in basic medium are equilibrating mixtures of isoxazolidine diastereomers in an ∼1∶1 ratio. The energy of the nitrogen atom inversion barrier in these compounds is 50–60 kJ/mol. Broadened signals are observed at room temperature in the1H and13C NMR.
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M. V. Lomonosov Moscow State University, Moscow 119899, Russia
A. N. Nesmeyanov Institute of Elementorganic Compounds of the Russian Academy of Sciences, Moscow 117907. Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 3, pp. 395–406, March, 1999.
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Nenajdenko, V.G., Sanin, A.V., Tok, O.L. et al. Synthesis and stereochemistry of trifluoromethyl-containing isoxazolidines. Chem Heterocycl Compd 35, 348–357 (1999). https://doi.org/10.1007/BF02259367
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DOI: https://doi.org/10.1007/BF02259367