With the optimal conditions established, we explored the generality of this transformation by investigating a wide range of aliphatic acids (Figure ). The NHPI esters containing a variety of aryl halides (3b, 3g, 3i, 3l) were well tolerated and a trifluoromethyl group (3c) was also proved suitable for the reaction. Electron-rich methyl substitutions at the para-(3d), meta-(3k) and ortho-position (3h) of the aryl ring, as well as di-substituted methoxyl substrates (3j), yielded products with excellent enantiomeric excess and yield. Ester (3e), sulfonamide (3f), and imide (3q) were also compatible with the reaction conditions. Notably, a bulky naphthalene-substituted NHPI ester exhibited slightly reduced reactivity and enantioselectivity (3m). Besides aryl groups, biologically relevant heterocycles such as thiophene (3n), furan (3o), and indole (3p) were amenable. Long-chained alkyl sulfonamide (3r) substrate was accommodated with good yield and enantioselectivity. It was noteworthy that unprotected indole substrate afforded modest yield and good enantiomeric excess (3p) under this condition. The remarkable functional group tolerance of the method suggests its potential to modify complex bioactive molecules. A range of pharmaceutical agents were successfully functionalized, including the direct modification of immunosuppressant agent mycophenolic acid (3s), chemotherapy drug chlorambucil (3t), and bile acids such as chenodeoxycholic acid (3u) and dehydrocholic acid (3v), highlighting the potential utility of this protocol for late-stage functionalization of complex molecules.