Acetyldi-t-butylsilane and acetyldi-t-butylfluorosilane: Synthesis of functionalized acylsilanes

Article abstract of DOI:10.1016/S0022-328X(00)91539-0

The preparation of acetyldi-t-butylsilane and acetyldi-t-butylfluorosilane, the first stable acylsilanes containing functional groups on silicon, is described. The new preparative procedure involves treatment of α-ethoxyvinyllithium with a halosilane to give an α-silyl enol ether, which is hydrolyzed under mild conditions to give the corresponding acetylsilane. Bulky t-butyl groups on silicon can be used to protect a reactive fluorine substituent during the hydrolysis step.