
%0 Journal Article
%A Patroni, JJ 
%A Stick, RV 
%T Stereoselective Reduction of 3-O-Hexofuranosyl S-Methyl Dithiocarbonates with Tributyltin Deuteride
%J Australian Journal of Chemistry
%D 1979/02/01
%V 32
%N 2
%P 411-416
%K 
%R https://doi.org/10.1071/CH9790411
%U https://www.publish.csiro.au/paper/CH9790411 
%X The reduction of several 3-O-hexofuranosyl (gluco, allo, galacto, gulo) S-methyl dithiocarbonates with tributyltin deuteride leads to highly stereoselective syntheses of 3-deoxy-[3-2H]hexofuranoses.Correspondingly, the reduction of the 3-O-[3-2H]hexofuranosyl (allo, gulo) S-methyl dithiocarbonates with tributyltin hydride leads to the epimeric (C3) 3-deoxy-[3-2H]hexofuranoses, and the reduction with tributyltin deuteride leads to the 3-deoxy-[3,3-2H2]hexofuranose. 
