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Further studies on the selective oxidation of steroidal allylic alcohols

✍ Scribed by Edward J. Parish; Aubrey D. Scott; James R. Dickerson; Waite Dykes

Publisher: Elsevier Science
Year: 1984
Tongue: English
Weight: 264 KB
Volume: 35
Category: Article
ISSN: 0009-3084
DOI: 10.1016/0009-3084(84)90074-4

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✦ Synopsis

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 a,/~-unsaturated ketones. In this respect, the amines 2,2'-bipyridine, 2,4,6-Iriphenylpyridinine, 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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