Hydroamination or hydroamidation of allenes is quite easy for high activity of the two cumulated π-bond . Ketene is analogs of allenes, it's very important intermediate in the organic chemistry . Transition metal promoted nucleophilic attack favors take place in the intersection point of the two π-bond. The barrier (TS3) of C-N formation leads to INT4a is only 8.8kcal/mol. The nucleophilicity of INT3b is higher than 2a (the nucleophilicity N-index of imide Nint3b = 2.81, while N2a = 1.86), which contributed to this process. The electron transferred from Si-O to Ag-C in this process. NBO charge distribution shows that the national charge of C-Ag changed from 0.01e to -0.14e, and the natural charge of Si-O changed from 1.22e to 1.32e. The bond length of Si-O changed from 1.72Å to 1.79Å (Figure ), which implies the bond between silicon and oxygen is weakened. Actually, the migration of a big delocalized π-system, which increase the repulsion between methyl and methylene. Noncovalent interaction (NCI) analysis was performed to analyze the repulsion between the methyl and methylene groups in the E-TS4, as indicated in the Figure , there is a large red area between the two groups, while in the Z-TS4 the red area is much smaller, indicating a more pronounced steric effect in the E-TS4.