Over the last four decades, the capacity to induce asymmetry using enantioselective catalysis has been an area of extensive chemical research efforts. A multitude of new asymmetric catalytic reactions have been invented, mostly from a small number of established activation modes. The advent of organocatalysis has since introduced new types of chemical reactivity, which has made a substantial contribution to the advancement of the field of synthetic chemistry. This presentation will discuss our recent advances in the use of organocatalyzed enamine-activation for the direct enantioselective α-functionalization of aldehydes and ketones to create α-fluoro stereocenters. Also, the development of a new mode of asymmetric activation based on transient radical cation formation, SOMO catalysis, and its application to the direct enantioselective α-allylation of aldehydes will be discussed.