A number of C 2 -symmetrical geminal bis-(sulfoximine)s have been prepared for the first time and used as ligands in boron-mediated reductions of acetophenone and copper complex-catalyzed 1,4-additions of diethylzinc to 2-cyclohexenone. The copper complex of bis(sulfoximine) 46 was found to be highly active in this type of reaction, furnishing the addition product in nearly quantitative yield even at À 90 8C. From the reaction of bis(sulfoximine) 42 with Cu(OTf) 2 a copper complex was isolated and characterized by X-ray structural analysis. A mixture of SES-Cl and NaN 3 in acetonitrile was found to behave like SES-N 3 in FeCl 2 -mediated iminations of sulfoxides, affording the corresponding sulfoximines with complete retention of the sulfur configuration.