• supported catalysts
• click chemistry
• Cinchona alkaloids
• Asymmetric organocatalysis

A new approach for the immobilization onto organic insoluble polymers of Cinchona alkaloid derivatives was developed and the resulting insoluble polymer-bound (IPB) systems were used as enantioselective organocatalysts in different metal-free asymmetric transformations. Landmarks of this work were the scalable preparation of the IPB derivatives, the attainment of excellent catalytic performance (up to 97% ee) in selected enantioselective processes (dimerization of ketenes and a-amination of 2-oxindoles) and extended serviceability (up to 100 reaction cycles and 5300 h reaction time) of the supported catalysts.