The biological functions of peptides are intricately linked to their conformations.1 For the past several years, my research group at UNSW has been exploring stereoselective fluorination as a strategy for controlling the conformations of amino acids and peptides, and we have also been investigating potential medicinal applications of these shape-controlled molecules. In this talk I will highlight some of our recently-published work in these areas,2–3 and I will also share details of ongoing projects and future ideas.