The Study On The Direct Asymmetric Aldol Reaction Catalyzed By Axially Chiry Primary Amine

Organocatalysis have received great attention in asymmetric synthesis for its enzyme mimic, metal-free, atomatically economic and low toxic characters. In this dissertation we have designed and synthesized three novel axially chiry primary amine catalysts. Then the direct aldol reactions between aromatic aldehydes and ketones catalyzed by these catalysts have been studied in detail.In part I, three axially chiry primary amine molecules were synthesized using chirl BINOL and chiral diamines as main materials.In part II, the catalytic effects of organocatalysts to catalyze the direct asymmetric aldol reaction were evaluated. we have also optimized the catalyst, solvent, additive and temperature. The results indicated that high chemical yield (92%) , and good enantioselectivity (63% ee) were obtained when acetone reacted with electron - deficient aromatic aldehydes catalyzed by N, N' - Bis [ (1 S, 2 S) - (2 -Amino) ] cyclohexyl - (S) - 2, 2' - dihydroxy -1,1'- binaphthyl - 3, 3' - dicarboxamides in CCl₄ at the room temperature by adding benzoic acid.