
%0 Journal Article
%A Collins, DJ 
%A Lewis, C 
%A Swan, JM 
%T Synthesis of Cyclododecane-r-1,c-5,c-9-triyl Tris(2,3-dihydroxybenzoate), a carbocyclic analogue of enterochelin
%J Australian Journal of Chemistry
%D 1974/12/01
%V 27
%N 12
%P 2593-2603
%K 
%R https://doi.org/10.1071/CH9742593
%U https://www.publish.csiro.au/paper/CH9742593 
%X Reaction of cyclododecane-r-1,c-5,c-9-triol with 2,3-dimethoxybenzoyl chloride in pyridine gave cyclododecane-r-1,c-5,c-9-triyl tris(2,3- dimethoxybenzoate), which upon treatment with 3 mol of boron tribromide at low temperature gave 83% yield of cyclododecane-r-1,c-5,c-9-triyl tris(2-hydroxy-3-methoxybenzoate). When 6.5 mol of boron tribromide was used under similar conditions cyclo-dodecane-r-1,c-5,c-9-triyl tris(2,3-dihydroxybenzoate) was obtained in 77% yield. Some model reactions of isopropyl 2,3-dimethoxybenzoate with boron tribromide are described. 
