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JOURNALS // Mendeleev Communications // Archive

Mendeleev Commun., 1997 Volume 7, Issue 6, Pages 229–230 (Mi mendc4869)

This article is cited in 3 papers

Methyl 2-trifluoromethylaziridine-2-carboxylate: stereodirected N-halogenation from the sterically more hindered side

V. V. Rozhkova, K. N. Makarovb, S. N. Osipovb, I. I. Chervina, A. V. Ignatenkoc, R. G. Kostyanovskya

a N.N. Semenov Federal Research Center for Chemical Physics, Russian Academy of Sciences, Moscow, Russian Federation
b A.N. Nesmeyanov Institute of Organoelement Compounds of Russian Academy of Sciences, Moscow, Russian Federation
c N.D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, Moscow, Russian Federation

Abstract: N-Fluorination and N-chlorination of methyl 2-trifluoromethylaziridine-2-carboxylate occurs predominantly from the more hindered side owing to the fixed orientation of the lone electron pair of the N atom caused by the formation of an intramolecular H-bond.

Language: English

DOI: 10.1070/MC1997v007n06ABEH000831



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