Stereoselective synthesis and antibacterial evaluation of 4-amido-isothiazolidinone oxides

Two well-defined oxidative chlorination–cyclization processes have been developed for the stereoselective synthesis of a variety of 4-amido-isothiazolidinone oxide derivatives. The stereochemistry of the cyclization products was confirmed by X-ray crystallography. These new compounds were designed as bacterial serine protease inhibitors. In tests, some of them showed weak antibacterial activity.