The synthesis of a series of iron–pybox complexes and their employment in the catalytic asymmetric aziridine forming reaction is presented. When AgSbF6 is used as an initiator, the i-pr-and t-bu-pybox complexes produce 47% of the cis-aziridine in moderate ee's with the bulk of side products consisting of the trans-isomer and β-amino-α, β-unsaturated esters (AUE's).