
%0 Journal Article
%A Angyal, SJ 
%A Young, RJ 
%T The Elimination Reaction of Vicinal Disulphonyloxy Compounds with Sodium Iodide
%J Australian Journal of Chemistry
%D 1961/03/01
%V 14
%N 1
%P 8-14
%K 
%R https://doi.org/10.1071/CH9610008
%U https://www.publish.csiro.au/paper/CH9610008 
%X The elimination of two tosyloxy groups from vicinal ditosyloxy compounds by reaction with sodium iodide has been investigated. The reaction involves nucleophilic displacement of one tosyloxy group ; this is followed by the simultaneous elimination of the second tosyloxy group and iodine, if the steric arrangement is favourable; if it is unfavourable, a second displacement by an iodide ion probably occurs to give substituents having a trans-arrangement suitable for elimination. In one case, that of the ditosyl derivative of trans-cyclohexane-1,2-diol, the intermediate cis-2-iodocyclohexyl toluene-p-sulphonate was isolated. 
