
%0 Journal Article
%A Gream, GE 
%A Wege, D 
%A Mular, M 
%T The camphenehydro (methylcamphenilyl) and isobornyl (bornyl) cations. I. Generation of the enantiomeric cations by the &#960;- and &#963;-routes of solvolysis
%J Australian Journal of Chemistry
%D 1974/03/01
%V 27
%N 3
%P 567-587
%K 
%R https://doi.org/10.1071/CH9740567
%U https://www.publish.csiro.au/paper/CH9740567 
%X The acetolysis of &#945;-campholenyl [2-(2',3',3'-trimethylcyclopent-3'-enyl)] p-nitrobenzenesulphonate proceeds with &#960;-bond participation to give cyclized products (99.7%) derived from the equilibrating classical camphene hydro and isopropyl cations. The composition of the product is similar, but not identical, to those formed by the &#963;-route from the acetolysis of suitable isopropyl and bornyl derivatives. When &#945;-campholenyl p-nitrobenzenesulphonate and the isopropyl derivatives are prepared from (+)-camphor, the two enantiomers of camphene having high optical purities are formed. A simple procedure for the preparation of camphene of high optical purity from isoborneol is described. 
