The activity and enantiocontrol ability of the chiral catalysts prepared from spiro di-phosphine ligands, SDP, and rhodium precursor were investigated in the asymmetric catalytic Pau-son-Khand reaction. The results showed that SDP ligands were very effective in Rh-catalyzed Pau-son-Khand reaction, and their complexes with rhodium could convert a variety of 1,6-enyne compounds into bicyclopentone derivatives under CO atmosphere in high yields with good enantioselec-tivities. The SbF6- was found to be a suitable counter anion of the catalyst, and 1,2-dichloroethane was the best choice of the solvent for Pauson-Khand reaction. The activity and enantiocontrol ability of the chiral catalysts prepared from spiro di-phosphine ligands, SDP, and rhodium precursor were investigated in the asymmetric catalytic Pau-son-Khand reaction. The results showed that SDP ligands were very effective in Rh- catalyzed Pau- son-Khand reaction, and their complexes with rhodium could convert a variety of 1,6-enyne compounds into bicyclopentone derivatives under CO atmosphere in high yields with good enantioselectivities. The SbF6-was found to be a suitable counter anion of the catalyst , and 1,2-dichloroethane was the best choice of the solvent for Pauson-Khand reaction.