Sulfur (VI) functional groups such as sulfonamides and sulfones have a rich history of impacting human life through medicinal and agrochemical applications. Their corresponding, largely untapped, chiral sulfur (VI) pharmacophores have recently emerged as targets of interest in medicinal chemistry. As examples, sulfoximines, 2 sulfondiimines, and sulfonimidamides (Figure ) offer attractive properties for pharmaceutical applications: chirality, stability, solubility, desirable physicochemical characteristics, hydrogen bonding propensity, and multiple sites to incorporate structural diversity. Specifically, sulfonimidamides have been postulated to be a chiral bioisostere to carboxylic acids and sulfonamides, common moieties in many drug candidates. However, this motif has yet to be widely deployed due to limited commercial availability and a dearth of practical asymmetric synthetic methods.