Lewis-acid Catalysed Tandem Reaction Diels-Alder- Sigmatropic Shift between Buta-1,3-dienyl Thiocyanic Acid Ester and Acryloyl Chloride: Application in the Synthesis of 2-Azabicyclooct-5-ene Derivatives.
Buta-1,3-dienyl thiocyanic acid ester reacts with acryloyl chloride in presence of Lewis acid catalysts to produce directly the rearranged product of type 3b via a combination of a Diels-Alder reaction with a sigmatropic shift; the 1,4-substituted c