Abstract
Certain aromatic amines, when used in conjunction with pyridinium chlorochromate, have been found to selectively oxidize the allylic hydroxyl group of steroidal alcohols to the corresponding α,β-unsaturated ketones. In this respect, the amines 2,2′-bipyridine, 2,4,6-triphenyl-pyridinine, pyrazine, pyridazine and s-triazine were found to be effective in augmenting the rapid and selective oxidation of steroidal allylic alcohols. The reactions were carried out by the addition of the oxidant to a dry methylene chloride solution at 2°C containing an amine and an allylic alcohol.
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