Abstract: A systematic examination of the mechanism and origin of stereoselection in the reaction of dioxane acetals with allyltrimethylsilane was undertaken. Experimental tests for two limiting mechanisms, synchronous (SN2-like) and dissociative (SN1-like) substitution processes, were investigated. The meso 2, 4, 6-trisubstituted 1, 3-dioxane acetals cis-and trans-1 provided an interesting opportunity to test the timing of bond breaking and making ...
