Abstract Hydrolysis of secondary diazoketones CH 3 [BOND] CO [BOND] CN 2 [BOND] R (R [DOUBLE BOND] Me, Et, isopropyl) by aqueous perchloric acid is characterized by rate- determining protonation demonstrated by solvent isotope effects kD 2 O/kH 2 O= 0, 4–0, 6 and by the intervention of general acid catalysis. The product determining step, yielding keto- alcohols and keto-olefines, is independent of added nucleophiles; this is interpreted as ...
