The asymmetric Strecker reaction of aldimines and trimethylsilyl cyanide pr
omoted by 1 equivalent of chiral N-oxide affords the corresponding a-amino
nitriles with enantioselectivities of Up to 73% most effectively for electr
on-deficient aldimines under mild reaction conditions. Two new resolving me
thods and one new synthetic methodology were developed to obtain three nove
l chiral N-oxides.