
%0 Journal Article
%A Clark, GR 
%A Davis, BR 
%A Hinds, MG 
%A Rickard, CEF 
%T Clemmensen Reduction. IX. Structure and Reactions of a Cyclopropane-1,2-diol
%J Australian Journal of Chemistry
%D 1988/08/01
%V 41
%N 8
%P 1191-1199
%K 
%R https://doi.org/10.1071/CH9881191
%U https://www.publish.csiro.au/paper/CH9881191 
%X The &#946;-keto aldehyde , 1-methyl-2-oxocyclododecanecarbaldehyde (4), was converted into a mixture of two cyclopropane-1,2-diyl diacetates , 12- methyl- cis-bicyclo [10.1.0]tridecane-cis-1,13-diyl diacetate (6) and 12- methyl-trans- bicyclo [10.1.0]tridecane-trans-1,13-diyl diacetate (8). The structure of (6) was established by means of a single-crystal X-ray study. The crystals are monoclinic, space group P21/c, with four molecules in a unit cell of dimensions a 12.326(1), b 14.998(2), c 10.388(3) &#506;, &#946; 108.33(1)&#176;. The structure was solved by direct methods, and refined to an R factor of 0.059. Protonolysis of the corresponding diols leads to compounds not normally encountered in such systems but the genesis of the major products can be rationalized. 
