Abstract 4, 4-Dimethyl-(Ia), 4, 4-diphenyl-(Ib), and phenyl-methyl-substituted 4-silacyclohexyl tosylates (Ic Id) were compared with isosteric 4, 4-disubstituted cyclohexyl tosylates. The rates of acetolysis of the silatosylates were three to five times greater than those of the carbocyclic analogs. With the exception of Ia, which largely fragmented to di-4- pentenyltetramethyldisiloxane, the acetolysis products of compounds I were acetates and ...
