Transition metal catalysis is a common tool for the synthesis of enantioenriched compounds and has been well-established in organic chemistry. Nitrene chemistry, a “hot area” in recent years, has proven to be very efficient in introducing C-N bonds due to the high value of amine-containing scaffolds in various functional materials, natural products, and pharmaceuticals. This thesis presents novel catalytic asymmetric transformations mediated by a ruthenium nitrene intermediate and the synthesis as well as modification of new ruthenium complexes.