The Journal of Organic Chemistry

Reactivity-selectivity in the Swern oxidation of alcohols using dimethyl sulfoxide-oxalyl chloride

M Marx, TT Tidwell

Index: Marx, Michael; Tidwell, Thomas T. Journal of Organic Chemistry, 1984 , vol. 49, p. 788 - 793

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Citation Number: 79

Abstract

7a, b showed that the a and@ OH isomers were of similar reactivity for each substrate. In contrast, while lla-hydroxyprogesterone 7a was smoothly oxidized to the 11-keto product, the llp-hydroxy isomer 7b, which has a more hindered axial OH group, was unreactive under the same conditions.