Chemistry and physics of lipids

Regioselective dehydrogenation of 3-keto-steroids to form conjugated enones using o-iodoxybenzoic acid and trifluoroacetic acid catalysis

T Iida, K Omura, R Sakiyama, M Kodomari

文献索引：Iida, Takashi; Omura, Kaoru; Sakiyama, Ryou; Kodomari, Mitsuo Chemistry and Physics of Lipids, 2014 , vol. 178, p. 45 - 51

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被引用次数: 2

摘要

Abstract Mild and regioselective conversion of 3-keto-5α-and 3-keto-5β-steroids (trans A/B- and cis A/B-ring juncture, respectively) to the corresponding enones (Δ 1-and Δ 4-3-ketones) by treatment with o-iodoxybenzoic acid (IBX) catalyzed by trifluoroacetic acid (TFA) in DMSO, is described. The IBX-mediated reaction involved dehydrogenation of the α-and β- hydrogen atoms of the 3-ketones to give the enones regioselectively in good isolated ...