In this work, the L-proline based organocatalysts immobilized on temperature-responsive polymer carrier were prepared and applied to the asymmetric aldol reaction between para-nitrobenzaldehyde (p-NBA) and cyclohexanone (CH) in water. The carrier consists of a block copolymer comprising a permanently hydrophilic block and a temperature-sensitive block containing the immobilized organocatalyst. By changing the solution temperature, the hydrophilicity of the temperature-sensitive block can be affected, thereby switching the activity of the immobilized catalyst. Compared to the unsupported catalyst under the same reaction conditions, the immobilized catalyst displayed a higher catalyst activity as well as a better recovery of the supported catalyst and its re-use in consecutive reaction cycles without loss of activity. The block copolymers were synthesized via RAFT polymerization. The temperature-sensitive poly(N-isopropyl acrylamide) (PNIPAAm) block contained azlactone moieties allowing a post-polymerization attachment of the organocatalyst. The structure of the permanently hydrophilic block was varied from poly(ethylene glycol) (PEG) to poly(N,N-dimethylacrylamide) (PDMAA) and poly(2,3-dihydroxypropyl acrylate) (PDHPA). Different amino-functionalized L-proline and L-prolineamide derivatives were immobilized by post-polymerization attachment, yielding polymer chains with 2 - 5 mol% immobilized organocatalyst. The asymmetric aldol reaction between p-NBA and CH in aqueous medium was used as model reaction to evaluate the activity and selectivity of the immobilized organocatalysts.