Vv. Rozhkov et al., METHYL 2-TRIFLUOROMETHYLAZIRIDINE-2-CARBOXYLATE - STEREODIRECTED N-HALOGENATION FROM THE STERICALLY MORE HINDERED SIDE, Mendeleev communications, (6), 1997, pp. 229-230
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 cause
d by the formation of an intramolecular H-bond.