Lewis base-catalyzed [2, 3]-Wittig rearrangement of silyl enolates generated from α-allyloxy carbonyl compounds is described. The [2, 3]-Wittig rearrangement of silyl enolates generated from α-allyloxy ketones proceeded smoothly by using a Lewis base catalyst, such as lithio or sodio 2-pyrrolidone, in DMF at room temperature without an accompanying [3, 3]- Claisen rearrangement. The nature of the catalyst determines the pathway to proceed ...