1 Results We have already published a double nucleophilic addition reaction of α,β-unsaturated imines with several nucleophiles such as ketene silyl acetals, trimethylsilyl cyanides, trimethylsilyl azides and thiols[1]. However, it was not easy to use N-allylideneamine 2 derived from acrolein for such reactions. Since there is no substituent at the β-position, imine 2 has high reactivity and are prone to be polymerization. We report the first synthesis of N-allylideneamines 2 using the isomerization of propargylamines 1 having N-trityl and diphenylethyl groups. We also found that ketene silyl acetals and ketene silyl thioacetals underwent 1,4-and 1,2-addition reaction with N-allylideneamine 2 to give the desired double nucleophilic addition products in high yields. Moreover, amino nitriles 3 were obtained in good yields after work-up with TFA.See scheme 1. 1 Results We have already published a double nucleophilic addition reaction of α, β-unsaturated imines with several nucleophiles such as ketene silyl acetals, trimethylsilyl cyanides, trimethylsilyl azides and thiols [1]. However, it was not easy to use N-allylideneamine 2 derived from acrolein for such reactions. Since there is no substituent at the β-position, imine 2 has high reactivity and are prone to be polymerization. We report the first synthesis of N-allylideneamines 2 using the isomerization of propargylamines 1 having N-trityl and diphenylethyl groups. We also found that ketene silyl acetals and ketene silyl thioacetals underwent 1,4-and 1,2-addition reaction with N-allylideneamine 2 to give the desired double nucleophilic addition products in high yields. got in good yields after work-up with TFA.See scheme 1.