Study On Asymmetric Domino Sulfa-michael/Mannich Reaction With β, γ-Unsaturated-α-ketoesters

In this thesis, a series of chiral multi-functional tertiary amine-thiourea catalysts have been synthesized and applied in the study of the asymmetric domino sulfa-Michael/Mannich reaction of thiophenols with β, γ-unsaturated-α-ketoesters and N-Ts-imines. After screening the catalysts and optimizing reaction conditions, such as solvent,temperature,additive,it was found that the reaction could proceed smoothly and achieve good yield(up to 98%),enantioselectivity(up to 99% ee) and high diastereoselectivity(up to 98:2 dr) in the presence of catalysts C-17(10 mol%),with H2O(60 mol%) as additive at-40℃ in toluene. These products could be further transformed into chiral azetidines.