
%0 Journal Article
%A Johnston, GAR 
%T Approaches to the preparation of 3'-deoxynucleosides
%J Australian Journal of Chemistry
%D 1968/02/01
%V 21
%N 2
%P 513-519
%K 
%R https://doi.org/10.1071/CH9680513
%U https://www.publish.csiro.au/paper/CH9680513 
%X The stability of 3'-O-sulphonyl derivatives of uridine towards nucleophilic displacement indicates that sulphonate replacement is unlikely to offer a general route to 3'-deoxynucleosides. The preparation of 3'-deoxyuridine by direct iodination of 2',5'-di-O-trityluridine with triphenylphosphite methiodide followed by catalytic hydrogenolysis is discussed as such a general route dependent on the availability of suitably protected nucleoside starting materials. Acyl migration takes place under the conditions of the iodination reaction, limiting the choice of protecting groups. 
