Abstract
In solution hydroxyisoxazolidines form intermolecular hydrogen bonds. For 3-hydroxyisoxazolidines the proton acceptor is the oxygen atom of the hydroxyl group, and for the 5-hydroxy compounds it is the cyclic oxygen atom. These compounds are close to phenol with respect to the relative acidity in the hydrogen bond.
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Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 6, pp. 818–820, June, 1990.
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Ashkinadze, L.D., Sviridova, L.A., Motorina, I.A. et al. Acid-base characteristics of 2-acyl-3(5)-hydroxyisoxazolidines in a hydrogen bond. Chem Heterocycl Compd 26, 683–685 (1990). https://doi.org/10.1007/BF00756425
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DOI: https://doi.org/10.1007/BF00756425