Helicene-derived 2,2'-bipyridine N -monoxide was evaluated as a Lewis base catalyst for the enantioselective propargylation of N -acylhydrazones with allenyltrichlorosilane. The helicene-derived catalyst provided moderate-to-good reactivity and enantioselectivity for a range of acylhydrazones. This study represents the first example of the catalytic asymmetric propargylation of non-activated acylhydrazones.