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Oxidation of 3-keto steroids in alkaline medium

✍ Scribed by Bruno Camerino; Bianca Patelli; Roberto Sciaky

Publisher
Elsevier Science
Year
1961
Tongue
French
Weight
276 KB
Volume
2
Category
Article
ISSN
0040-4039

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✦ Synopsis

WE have described in preceding publications 192 the preparation of 4-hydroxy-3-ketod4-steroids from the corresponding 3-keto-4,5-epoxides. In this paper we report a new method for the synthesis of this class of compounds, consisting in the oxidation of 3-keto-$-steroids in alkaline solution in the presence of air. Transformaticns of ketones by the action of potassium alcoholate and oxygen have already been published: Doering' and Elkik 4 by oxidation in alkaline solution of ketones having.= hydrogen obtained acids formed by breaking of C-C bonds. Barton obtained a diosphenol from a ketone present in the citrus bitter principle limonin 5 and introduced a l'kr-hydroxy group in 20-keto saturat.ed steroida.6

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