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

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.