Copper-Catalyzed Stereo- and Enantioselective 1,4-Protosilylation of α,β-Unsaturated Ketimines to Synthesize Functionalized Allylsilanes

Copper-catalyzed conjugate protosilylation reaction of α,β-unsaturated sulfonyl ketimines has been developed. The corresponding E- and Z-stereoselective functionalized allylsilane products were obtained in good yields respectively via tuning the ligands used in the reactions. Furthermore, the highly enantioselective (E)-β-tosylamine-substituted allylsilanes were also achieved in the presence of chiral Pybox ligand. And the corresponding products could be easily transformed into other useful synthons.