Abstract
2-Methyl-1-arylsulfonylaziridines, formed in the reaction of tosyl and p-nitrobenzenesulfonyl azides with methyl vinyl ether, react regiospecifically with α,β-unsaturated aldehydes and ketones to give 5-methoxy-2-vinyl-3-arylsulfonyloxazolidines. The effect of the structure of the aziridines and unsaturated aldehydes and ketones on the stereoselectivity of their reactions is discussed.
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V. P. Semenov, I. M. Stroiman, and K. A. Ogloblin, Khim. Geterotsikl. Soedin., No. 1, 27 (1977).
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S. A. Soliman, H. Abdine, and S. El-Nenaey, Austral. J. Chem., 28, 49 (1975).
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Communication VII of the series “Reaction of organic azides with unsaturated compounds.” See [1] for communication VI. The results of this research are protected by an author's certificate [2].
Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 3, pp. 332–336, March, 1977.
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Semenov, V.P., Stroiman, I.M., Ozernaya, S.V. et al. 5-Alkoxy-2-vinyloxazolidines. Chem Heterocycl Compd 13, 264–268 (1977). https://doi.org/10.1007/BF00470307
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DOI: https://doi.org/10.1007/BF00470307