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In a Cu-catalyzed degree-controlled deacylative deuteration of diverse alkyl groups, the methylketone (acetyl) moiety acts as a traceless activating group. The use of N-methylpicolino-hydrazonamide (MPHA) promotes efficient aromatization-driven C-C cleavage. Mono-, di-, and trideuteration at specific sites can be selectively achieved.
X. Zhou, T. Yu, G. Dong, J. Am. Chem. Soc., 2022, 144, 9570-9575.