Bu4N+ Alkoxide-Initiated/Autocatalytic Addition Reactions with Organotrimethylsilanes

The use of (MeSiO-)-Si-3/Bu4N+ as a general activator of organotrimethylsilanes for addition reactions has been established. The broad scope of the method offers trimethylsilanes (including acetate, allyl, propargyl, benzyl, dithiane, heteroaryl, and aryl derivatives) as bench-stable organometallics that can be readily utilized as carbanion equivalents for synthesis. Reactions are achieved at it without the requirement of specialized precautions that are commonplace for other organometallics.