Enantioselective Michael Addition Of ?-Hydroxy-1-indanone To Nitroolefin Catalyzed By Dinuclear Zinc Cooperative Catalyst

Nitro compounds,especially chiral nitro compounds,are widely exist in natural and artificially synthesized compounds with biological activity.The nitro group in the molecule can be converted into amino,nitrile,nitrogen oxide and so on.Nitro compounds are important intermediate in organic synthesis and target products of drug synthesis and biological preparations,which have attracted wide attention from researchers.In this experiment,the application of the Dinuclear Zinc Cooperative Catalyst L7in the asymmetric Michael addition reaction of?-hydroxy-1-indenone and nitroolefin is studied.Through optimization of experimental conditions,the optimal reaction conditions selected are:ligand L7?10 mol%?,Zn Et₂?20 mol%?,reaction temperature-10?,solvent was anhydrous THF,triethylamine?50 mol%?as additive.Under this condition,the reaction substrates were expanded,a series of?-hydroxy-?-nitro compounds were obtained with good diastereoselectivity?dr up to13:1?and enantioselectivity?ee up to 95%?.The cultured single crystal of product 3ge was determined by X-ray diffraction analysis to the absolute structure?R,R?.Combining the previous research foundation of our laboratory,a reasonable reaction course is proposed.