Allylic oxidation of steroidal olefins by vanadyl acetylacetonate and tert-butyl hydroperoxide

被引:6
|
作者
Grainger, Wendell S. [1 ]
Parish, Edward J. [1 ]
机构
[1] Auburn Univ, Coll Sci & Math, Dept Chem & Biochem, Auburn, AL 36849 USA
关键词
Oxidation; 7-Ketocholesterol; Vanadyl acetylacetonate; tert-Butyl hydroperoxide; ASYMMETRIC EPOXIDATION; SPECTRAL PROPERTIES; MOLYBDENUM; 7-DEHYDROCHOLESTEROL; OXYSTEROLS; CATALYST; ALCOHOLS; ACETATE; STEROLS;
D O I
10.1016/j.steroids.2015.06.005
中图分类号
Q5 [生物化学]; Q7 [分子生物学];
学科分类号
071010 ; 081704 ;
摘要
Readily available vanadyl acetylacetonate was found to oxidize the allylic sites of Delta(5) steroidal alcohols without protection of hydroxyl groups. Cholesterol, dehydroepiandrosterone, cholesterol benzoate, cholesterol acetate, pregnenolone, and 5-pregnen-3,20-diene were oxidized to 7-keto products using vanadyl acetylacetonate in one pot reactions at room temperature in the presence of oxygen and water. (C) 2015 Elsevier Inc. All rights reserved.
引用
收藏
页码:103 / 109
页数:7
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