Enantioselective Diels–Alder Reaction of α-(Acylthio)acroleins: A New Entry to Sulfur-Containing Chiral Quaternary Carbons

A catalytic and enantioselective Diels–Alder reaction of α-(carbamoylthio)acroleins induced by an organoammonium salt of chiral triamine is described. α-(Carbamoylthio)acroleins are designed and synthesized as new sulfur-containing dienophiles for the first time. The Diels–Alder reaction affords chiral tertiary thiol precursors with up to 91% ee