Aza-Claisen Rearrangement

The aza-Claisen rearrangement is one of the varieties of Claisen rearrangements in which allylenamines and allylamides are used and gives γ,δ-unsaturated imines. This reaction generally requires high temperature, but it can proceed at lower temperature when a Lewis acid is added or when converting an amide enolate. In the reaction via an amide enolate, the stereochemistry of the product varies according to geometric isomerism of the amide enolate.