Journal of the American Chemical Society

Benzenesulfonylnitrile oxide: a useful intermediate for the syn-cyanohydroxylation of alkenes

PA Wade, HR Hinney

Index: Wade,P.A.; Hinney,H.R. Journal of the American Chemical Society, 1979 , vol. 101, p. 1319 - 1320

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Citation Number: 43

Abstract

I, obtained. Thus, the cyanohydrin 15 clearly differs in spectral and physical properties from its trans isomer obtained by treating cyclohexene oxide with potassium cyanide. Arenesulfonyl groups are well-known one-electron acceptors." Presumably the first step in fragmentation of cycloadducts 5-9 involves electron transfer from sodium amalgam to the benzenesulfonyl group. However, the conditions employed here (2% Na-Hg at 20" C) are ...