Reactions of Propargyl Alcohols with Amide Acetals

Article abstract of DOI:10.1021/jo00342a002

The reaction of a propargyl alcohol with an amide acetal affords enamine products, an allenic amide (a sigmatropic rearrangement product), or a product resulting from enamine formation followed by sigmatropic rearrangement.Subsequent procedures afforded α,β-unsaturated aldehydes, α-hydroxy ketones, β-keto amides, and spiro lactones.