An asymmetric oxidative cyclization/Mannich-type addition cascade reaction for direct access to chiral pyrrolidin-3-ones

An efficient gold and chiral phosphoric acid cooperatively catalyzed enantioselective oxidative cyclization/Mannich-type addition reaction of homopropargyl amides with nitrones has been developed, which provides chiral pyrrolidin-3-ones in high yields with excellent enantioselectivities under mild conditions. This reaction employed stable and readily available alkynes as non-diazo carbene precursors, which provides a 100% atom economy method with high bond formation efficiency. An asymmetric oxidative cyclization/Mannich-type addition of homopropargyl amides with nitrones has been reported, which provides a 100% atom-economy access to chiral pyrrolidin-3-ones.