Lead tetraacetate oxidation of the oxime of pregna-5, 16-dien-3B-acetoxy-20-one

S Kaufmann, L Tokes, JW Murphy…

Index: Kaufmann,S. et al. Journal of Organic Chemistry, 1969 , vol. 34, # 6 p. 1618 - 1621

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Citation Number: 10

Abstract

The stereochemistry at C-16 was not established but in view of the usual behavior of Ala steroids attack at C-16 would be expected to occur from the a side. Formation of dimeric nitroso compounds by lead tetraacetate oxidation of aldoximes has been described previously by Kropf and Larnbeck.'j In the present case we can assume that bonding to C-16 is facilitated by the high reactivity of the Ale double bond of I. Whereas the reactions in dry ...