This study employed a rhodium-based catalyst to conduct an asymmetric cyclization reaction, using aryl boronate compounds and alkynes as starting materials. The effects of different solvents and substituents on reaction yield and enantiomeric excess (ee) were investigated. Two required starting materials were synthesized in this study. First, the influence of various solvents on the asymmetric catalytic reaction was examined. Next, several aryl boronate starting materials with different substituents were synthesized to further explore how solvent and substituent variations affect yield and enantiomeric excess. The results showed that under reaction conditions using dioxane as the solvent, the optimal yield reached up to 95%, with an enantiomeric excess of 96.5%. In the substituent experiments, both the electron-donating and -withdrawing effects, as well as steric hindrance, were found to influence the yield and enantiomeric excess. Future studies will continue to explore rhodium-catalyzed asymmetric cyclization reactions by introducing more substituent variations. It is also anticipated that rhodiumcatalyzed reactions can be further applied in materials science and pharmaceutical fields.