PREPARATION OF [HYDROXY(((+)-10-CAMPHORSULFONYL)OXY)IODO]BENZENE AND ITS REACTIVITY TOWARD CARBONYL-COMPOUNDS

被引:84
作者
HATZIGRIGORIOU, E
VARVOGLIS, A
BAKOLACHRISTIANOPOULOU, M
机构
[1] Laboratory of Organic Chemistry, University of Thessaloniki
关键词
D O I
10.1021/jo00288a053
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The title compound is prepared and used for the direct a-((10-camphorsulfonyl) oxylation) of various ketones and carbonyl compounds with an active methylene group. Its reaction with 2-butanone and 4-methyl-2-pentanone yields predominantly the corresponding 1-sulfonyloxy derivatives. The stereoselectivity of the reaction is studied by using benzoylacetone, ethyl benzoylacetate, and propiophenone. In some reactions 10-camphorsulfonyl peroxide is formed as a byproduct. © 1990, American Chemical Society. All rights reserved.
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收藏
页码:315 / 318
页数:4
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