Oxidation of alcohols with tert-butyl hydroperoxide and diaryl diselenide

I Kuwajima, M Shimizu, H Urabe

Index: Kuwajima, Isao; Shimizu, Makoto; Urabe, Hirokazu Journal of Organic Chemistry, 1982 , vol. 47, # 5 p. 837 - 842

Full Text: HTML

Citation Number: 60

Abstract

Treatment of alcohols with tert-butyl hydroperoxide in the presence of diaryl diselenide in refluxing benzene gives the corresponding aldehydes or ketones. Although some allylic alcohols undergo oxidation in the presence of 10-15 mol% of bis (p-chlorophenyl) diselenide, use of 0.5 equiv of bis (2, 4, 6-trimethylphenyl) diselenide gives satisfactory results in almost all cases. The procedure can be used for selective oxidation of alcohols ...