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Tunge, Jon A ; Cartwright, Kaitie C. ; Joseph, Ebbin ; Comadoll, Chelsea G. ( , Chemistry – A European Journal)Recently, dual catalytic strategies towards the decarboxylative elimination of carboxylic acids have gained attention. Our lab previously reported a photoredox/cobaloxime dual catalytic method that allows the synthesis of enamides and enecarbamates directly from N ‐acyl amino acids that avoids the use of any stoichiometric reagents. Further development, detailed herein, has improved upon this transformation’s utility and further experimentation has provided new insights into the reaction mechanism. These new developments and insights are anticipated to aid in the expansion of photoredox/cobalt dual catalytic systems.