Abstract A series of 1, 6-and 1, 7-bis (acylsilanes) have been prepared using a strategy of substitution of dihalo derivatives with a synthetic equivalent of the trialkylsilylcarbonyl anion. These bis (acylsilanes) could easily be converted, under Lewis acid activation, into cis-β- hydroxyacylsilanes or the corresponding α, β-unsaturated derivatives, by means of a completely stereoselective intramolecular aldol reaction.