Abstract: The immobilized bifunctional organic catalyst C containing thiourea functional group was synthesized from N-Boc(2S, 4S)-4-methanesulfonyloxypyrrole-2-carboxylic acid methyl ester as a raw material, and applied to catalyze asymmetric anti-Mannich reaction of valeraldehyde with N-PMP ethyl glyoxyimide. High yield (83%) and high selectivity (dr: 96:4; ee: 90%) obtained by preliminary conditions screening.