The reaction of enols with superoxide anion radicals: preparation of tertiary α-ketols
Abstract
Pregnan-20-ones (1) and (4), and 3β-hydroxy-5α-cholestan-6-one (7) react with KO2 and 18-crown-6 in benzene solution and únder an oxygen atmosphere at 6–7 °C to give the corresponding α-hydroperoxides (2), (5), and (8) which after treatment with Ph3P gives α-ketols (3), (6), and (9) in good yields.
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