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DOI: 10.1055/sos-SD-026-00532

Landais, Y.; Vincent, J. M.Science of Synthesis, (200526667.

Hydrolysis of α-oxo ketals (Section, α-oxo imines (Section, and α-oxo thioketals (Section follows the same trends as observed for the simple ketal, imine, or thioketal compounds. α-Oxo ketals are easily hydrolyzed under mildly acidic conditions while the corresponding α-oxo thioketals are more stable and thus require harsher conditions such as the use of a heavy metal (mercury) or oxidative conditions. α-Oxo imines are hydrolyzed using acidic or oxidative conditions. α-Diazo ketones (Section react selectively with oxidants such as potassium peroxymono­sulfate (Oxone) or peracids to give di- and triketones in excellent yields. Finally, α,α-di­halo ketones (Section appear to be less stable and are quite sensitive to hydrolysis, reacting with mild reagents such as sodium acetate.