The Research Of Direct Aldol Reaction Catalyzed By Bifunctional Phthol/phtholate And Synthesis Of Chiral Organocatalyst

The match of the acidity and basicity is very important to obtain good reactivity and high yield in the bifunctional organocatalyst system. Through experiment, we have found that the combination of naphthol/sodium naphtholate is a high efficient bifunctional catalyst for direct aldol reaction. This reaction proceeded in moderate conditions, no inert protection, no prior modification of the carbonyl substrates were necessary and the corresponding products with yields up to 98%. With these results at hand, direct aldol reaction of aldehydes and ketones can proceed smoothly in the presence of a catalytic amount of Dilithium Binaphtholate (5 mol %) to afford the corresponding products with excellent yields. Then we reserch the different catalysts in henry reaction, compared with aldol reaction, Disodium Binaphtholate was better than others. In the templet of aldol reaction and henry reaction, we screened different catalysts,solvent,temperature,time,catalyst amount,catalyst component influence in this reaction, found the optimal conditions and applied to different substrates, then also obtained good yeilds. In order to find a more efficient catalytic system, we combined prolinol and phenols, synthesize series of chiral organocatalyst. Via the researching work of this dissertation , new notion has been put forward to asymmetrically catalyze aldol reaction, instead of strong acid or basic catalysts, these catalysts are more environment friendly and efficient.