Abstract
2-Alkyloxaziridine-3, 3-dicarboxylic acid esters have been obtained by oxidizing alkylaminomalonic acid esters by monoperphthalic acid. The activation parameters for the inversion of the nitrogen atom have been obtained for a number of alkyliminomalonic acid and 2-alkyloxaziridine-3, 3-dicarboxylic acid ester.
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G. V. Shustov, M. A. Shokhen, S. V. Barmina, A. V. Eremeev, and R. G. Kostyanovskii, Dokl. Akad. Nauk SSSR, 287, 689 (1986).
R. G. Kostyanovskii and V. F. Rudchenko, Dokl. Akad. Nauk SSSR, 231, 878 (1976).
G. V. Shustov, O. A. D'yachenko, S. M. Aldoshin, A. B. Zolotoi, M. D. Isobaev, I. I. Chervin, L. O. Atovmyan, and R. G. Kostyanovskii Dokl. Akad. Nauk SSSR, 231, 1174 (1976).
V. F. Rudchenko, O. A. D'yachenko, A. B. Zolotoi, L. O. Atovmyan, I. I. Chervin, and R. G. Kostyanovskii (Kostyanovsky), Tetrahedron, 38, 961 (1982).
F. Montanari, J. Moretti, and G. Torre, Chem. Comm., No. 19, 1086 (1976).
M. L. Scheinbaum, Tetrahedron Lett., No. 48, 4221 (1969).
M. J. Haddadin, A. M. Kattan, and J. P. Freeman, J. Org. Chem., 47, 723 (1982).
A. V. Prosyanik, D. V. Fedoseenko, I. I. Chervin, Sh. S. Nasibov, and R. G. Kostyanovskii, Dokl. Akad. Nauk SSSR, 270, 337 (1983).
A. I. Mishchenko, A. V. Prosyanik, A. P. Pleshkova, M. D. Isobaev, V. I. Markov, and R. G. Kostyanovskii, Izv. Akad. Nauk SSSR, Ser. Khim., No. 1, 139 (1979).
T. Jonezava, J. Morishima, and K. Fukuta, Bull. Chem. Soc. Japan, 41, 2297 (1968).
A. J. Gordon and R. A. Ford, A Chemist's Companion: A Handbook of Practical Data, Techniques, and References, Wiley-Interscience, New York (1973).
J. S. Splitter and M. Calvin, Tetrah. Lett., No. 42, 411 (1973).
Societe Chimique des Usines du Rhone, German Patent No. 427,856; Beilstein, Vol. II, 2nd Edn., Springer-Verlag, Berlin (1942), p. 523.
R. Wilstatter, Ber., 35, 1376 (1902).
Methoden der Organischen Chemie (Houben-Weyl), Vol. 10/3, Georg Thieme Verlag, Stuttgart, (1965), p. 476.
A. Purgotti, Gazz. Chim. Ital., 24, 565 (1894).
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Report 46 from a series entitled Asymmetric Nonbridging Nitrogen. For report 45 see [1].
Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 4, pp. 525–532, April, 1986.
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Prosyanik, A.V., Moskalenko, A.S., Moretti, J. et al. Alkyliminomalonic acid and 2-alkyloxaziridine-3, 3-dicarboxylic acid esters. Chem Heterocycl Compd 22, 431–437 (1986). https://doi.org/10.1007/BF00542785
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DOI: https://doi.org/10.1007/BF00542785