The incorporation of carboxyl groups onto olefins is one of the most useful and industrially applied reactions of the modern era (e.g., hydrocarboxylation, Figure ). The reverse process of removing a carbonyl group (deformylation/decarboxylation) is less studied, yet could serve as a convenient tool to install an olefin when the carboxylic acid is readily available, offering alternative disconnections for retrosynthetic analysis. For example, olefin 1 could be envisioned to arise from a sequence of Diels-Alder 8 and functional group manipulations or, perhaps more attractively, from readily available tranexamic acid in a single operation (following Cbz protection). One potential platform to access this reactivity would be via an electrochemically generated carbocation produced by decarboxylation (Figure ). Such reactivity is embodied by the classic Hofer-Moest reaction, a transformation that generates these reactive intermediates through a strongly oxidative process. Although there are numerous examples that utilize this electrosynthetic tactic, the vast majority proceed only on activated systems (allylic, benzylic, and a-heteroatom). Recent variants, such as decarboxylative etherification and fluorination, have extended the scope of this reaction largely to tertiary systems and select secondary examples.