Ligand-Controlled Highly Stereoselective Syntheses of E- and Z-Allylsilanes from Dienes and Aldehydes Using Nickel Complex

Synthetic methods of highly stereocontrolled E- and Z-allylsilanes were developed. When a toluene solution of diene having a silicon moiety and aldehyde was refluxed in the presence of silane using a catalytic amount of Ni(cod)(2) bearing PPh(3), E-allylsilane was obtained in high yield. On the other hand, when the reaction was carried out in THF upon heating in the presence of Ni(cod)(2), imidazolium salt, Cs(2)CO(3), and PPh(3), Z-allylsilane was formed as a sole product.