An interesting gold(I)-catalyzed intramolecular hydroamination and ring-opening of sulfonamide-substituted 2-(arylmethylene)cyclopropylcarbinols has been described in this context. A variety of 4-substituted isoxazolidine derivatives were obtained in good to high yields through a highly regioselective cleavage of a carbon–carbon single bond in the cyclopropane.