
%0 Journal Article
%A Angyal, SJ 
%A Nicholls, RG 
%A Pinhey, JT 
%T Steric Effects on the Iodide-Induced Elimination of 2- and 3-Methanesulfonyloxy Groups from 5&#945;-Cholestane Derivatives
%J Australian Journal of Chemistry
%D 1979/11/01
%V 32
%N 11
%P 2433-2440
%K 
%R https://doi.org/10.1071/CH9792433
%U https://www.publish.csiro.au/paper/CH9792433 
%X Contrary to earlier reports on closely related compounds, the reaction of all four diastereomers of 5&#945;-cholestane-2,3-diol bismethanesulfonate with sodium iodide gives 5&#945;-cholest-2-ene. The rate of the reaction decreases in the order 2&#945;,3&#945; > 2&#945; 3&#946; » 28,3&#945; &#8776; 2&#946;,3&#946;. The reactions of the 5&#945;-cholestan-2- and -3-yl methanesulfonates with sodium iodide were also investigated. The relative reaction rates are explained by considering the steric effects of the substituents. 
