
%0 Journal Article
%A Davis, BR 
%A Hinds, MG 
%A Ting, PPC 
%T Clemmensen Reduction. X. The Synthesis and Acidolysis of Some Aryl Alkyl Substituted Cyclopropane-1,2-diols
%J Australian Journal of Chemistry
%D 1992/05/01
%V 45
%N 5
%P 865-875
%K 
%R https://doi.org/10.1071/CH9920865
%U https://www.publish.csiro.au/paper/CH9920865 
%X The synthesis of a number of 1-alkyl-2-arylcyclopropane-1,2-diols is reported. Reductive treatment of suitably substituted 1,3-diketones gave a cyclopropanediyl diacetate from which the diol was obtained. Reaction of these diols with acid gave &#945;- hydroxy  ketones , in which an alkyl group, rather than an aryl group, was adjacent to the carbonyl function. Clemmensen reduction of the 1,3-diketones gave products of rearrangement, generally similar to those obtained by acidolysis of the cyclopropane-1,2-diols. The relationship of these results to thermochemical studies on the stability of carboxonium ions is discussed. 
