The utilization of novel organic synthesis methods is increasingly critical in the development of innovative agrochemicals. In this study, we designed and synthesized a series of chiral oxazoline derivatives using a one-pot method. This method involved first catalyzing the asymmetric aldol addition reaction of oxazolinyl esters with paraformaldehyde, followed by esterification with various pharmacophore-containing carboxylic acids. Unexpectedly, many of the target compounds exhibited promising antifungal and antioomycete activities, with their absolute configurations showing pronounced enantioselective activities. Notably, compound (