
%0 Journal Article
%A Coxon, JM 
%A Gibson, JR 
%T Regiospecific 1,3-<I>syn</I> elimination in the acid-catalysed reaction of (4aa,5&#946;,8a&#946;)-5-Acetoxy-8a-methyldecahydronaphthalen-4a-ol
%J Australian Journal of Chemistry
%D 1981/12/01
%V 34
%N 12
%P 2577-2586
%K 
%R https://doi.org/10.1071/CH9812577
%U https://www.publish.csiro.au/paper/CH9812577 
%X The H2SO4-HOAc-Ac2O catalysed dehydration of (4a&#945;,5&#946;,8a&#946;)-5-acetoxy-8a-methyldecahydronaphthalen-4a-ol(1) to give 8a-methyl-cis-l,2,3,4,6,7,8,8a-octahydronaphthalen-1-yl acetate (2) occursstereospecifically with loss of the hydrogen at C1. The reaction is interpreted in terms of the intermediacy of a tight ion pair in which there is sufficient mobility for the departing oxy-anion to act as base in the removal of the C1 &#945;-proton. 
