Since the discovery of metathesis as an instrument to reorganize olefinic double bonds, substantial progress has been attained, establishing this method as a versatile and efficient tool for C-C-bond formation. In the last decade fundamental achievements were accomplished in the field of chiral Ru- and Mo-based olefin metathesis, providing an asymmetric access to structures, which are difficult to obtain by alternative routes. The reader is taken behind the scenes of catalyst development, important areas of application are described up to the current state of research; this tutorial review deals with the question, how metathesis is connected to enantioselective synthesis.