Complete Control of the Rearrangement Modes of Enolates of α-Allyloxy Ketones: Reversal from the -Claisen to the -Wittig Pathway by the Use of the Metalated N,N-Dimethylhydrazones

Article abstract of DOI:10.1021/jo00284a005

It has been shown that the predilection for the <3,3>-Claisen rearrangement pathway of enolates of α-allyloxy ketones is cleanly overridden by the <2,3>-Wittig rearrangement route with the use of carboanions of their corresponding N,N-dimethylhydrazones.S