Abstract
The electrophilically catalyzed splitting of the N-0 bond of dimethoxyamine results in the formation of methoxynitrenium ion, which in reaction with nucleophiles exhibits properties of an ambidentate cation — it methylates rigid nucleophiles and epiminates olefins. The stereospecificity of the addition of the nitrenium ion to cis-2-butene indicates its existence in a singlet electronic ground state.
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Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 6, pp. 1384–1389, June, 1990.
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Rudchenko, V.F., Ignatov, S.M., Chervin, I.I. et al. Electrophilically catalyzed splitting of dimethoxyamine to methoxynitrenium ion and its reactions. Russ Chem Bull 39, 1249–1253 (1990). https://doi.org/10.1007/BF00962392
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DOI: https://doi.org/10.1007/BF00962392