New polymer-supported catalysts were developed by common synthetic polymer poly(vinylidene chloride)(PVDC) grafting with natural cinchona alkalicinchonine. Seven polyvinylidene chloride-bound catalysts were synthesized by cinchonine which activated by p-toluenesulfonyl chloride reacted with polyvinylidene chloridepolyamine resin. And they were tested in the challenging conjugate Michael addition between 1

3-dicarbonyl compounds and N -benzylmaleimide

forming quaternary carbon and tertiary carbon centers. After the investigation of solvent

amount of catalyst and temperature

the optimal catalyst PVDC-tetraethylenepentamine-cinchonine (PVDC-TEPA-CN) obtained good yield (80%)

excellent enantioselectivity (72%) and diastereoselectivity (80 ∶20) at the optimized reaction conditions which were toluene medium

10 mol% catalyst and room temperature. In addition

the catalyst which was applied to six kinds of challenging substrates had a wide scope of substrates

and it can be recovered and reused for at least 3 cycles without loss of its enantioselectivity.