Synthesis of enantiomerically pure aziridine-2-imides by cyclization of chiral 3'-benzyloxyamino imide enolates

A study was conducted to characterize the synthesis of aziridine-2-imides by cyclization of chiral 3'-benzyloxyamino imide enolates. Semiempirical computations were carried out to determine information about the preferential structure of the transition state. Results suggested that the delocalization of electrons will influence the geometry of centers toward a preferential semi-W transition mode that results in a trans relationship between the substituents in the final aziridines.