
%0 Journal Article
%A Patroni, JJ 
%A Stick, RV 
%A Tilbrook, DMG 
%A Skelton, BW 
%A White, AH 
%T The Synthesis and Reactivity of Cyclic Thiocarbonates Derived From Some Carbohydrate 1,2-Diols
%J Australian Journal of Chemistry
%D 1989/12/01
%V 42
%N 12
%P 2127-2141
%K 
%R https://doi.org/10.1071/CH9892127
%U https://www.publish.csiro.au/paper/CH9892127 
%X The attempted synthesis of several carbohydrate 1,2-diols is reported, together with the transformation of two of these diols into cyclic thiocarbonates, namely 4,6-O-benzylidene-3-O-methyl-1,2-O-thiocarbonyl-a-D-glucose and 3,4-O-isopropylidene-1,2-O-thiocarbonyl-&#946;-D-arabinose. The treatment of these thiocarbonates, and a furanose 1,2-thiocarbonate previously prepared by Mukaiyama, with methyl halides and with tributyltin hydride is discussed. A single-crystal X-ray diffraction study of 3,4-O-isopropylidene-1,2-O-thiocarbonyl-&#946;-D-arabinose is recorded. 
