The first Et3N-mediated transesterification of β-keto esters using Baylis-Hillman alcohols

A simple and efficient Et3N-mediated transesterification between β-keto esters and Baylis-Hillman alcohols in toluene solution at reflux using a Dean-Stark apparatus, is described. Allylic esters are exclusively obtained in moderate to good yields, with no trace amounts of γ,δ-unsaturated ketones usually expected from the Carroll decarboxylative rearrangement.