
%0 Journal Article
%A Murphy, R 
%A Prager, R 
%T Reactions directed towards the synthesis of 5-(&#946;-hydroxyethyl)-2-isopropylcyclohexanone
%J Australian Journal of Chemistry
%D 1978/07/01
%V 31
%N 7
%P 1629-1634
%K 
%R https://doi.org/10.1071/CH9781629
%U https://www.publish.csiro.au/paper/CH9781629 
%X Reduction of perillaldehyde by lithium in ammonia gives products the structures of which depend on reaction conditions. Shisool (p-menth-8- en-7-ol) undergoes double-bond migration in the presence of acids. The corresponding aldehyde, with dimethylsulfonium methylide, forms an oxiran which is comparatively unreactive, double-bond rearrangement or reduction accompanying the opening of the oxiran. The conversion of shisool into 5-(&#946;-hydroxyethyl)-2-isopropylcyclohexanone was frustrated by only partial migration of the double bond. 
