2‐Amino‐2‐oxazolines, II: Reactivity of the Nitrogens. Crystal Structures of Two <i>endo/exo</i> N‐Substituted Compounds

Abstract

Abstract The amidine group of the five‐membered heterocycle induces a tautomeric amino/imino equilibrium. In the 2‐amino‐2‐oxazoline form the endo nitrogen is more reactive than the exo one. In the imino‐2‐oxazolidine form, the contrary occurs. Depending on the experimental conditions, substitutive reactions take place either on the endo or on the exo nitrogen. The crystal structures of two endo/exo N‐substituted compounds were determined by X‐ray crystallography.