Abstract Stereodivergent catalysis has emerged as a compelling strategy for achieving stereochemical diversity in small-molecule library design and natural product synthesis. In this short review, key examples of pioneering catalytic carbon–carbon bond-forming transformations that provide access to all stereoisomers of a given product are presented. Current trends and future directions in the field are discussed, highlighting ongoing initiatives to enhance the efficiency and broaden the scope of stereodivergent methodologies. 1 Introduction 2 Mono-catalysis 2.1 Change of Reaction Conditions 2.2 Change of Catalyst 3 Multi-catalysis 3.1 Bifunctional Catalysis 3.2 Sequential/Cascade Catalysis 3.3 Synergistic/Cooperative Catalysis 4 Conclusions and Outlook