
%0 Journal Article
%A Skelton, Brian W. 
%A Stick, Robert V. 
%A Tilbrook, D. Matthew G. 
%A White, Allan H. 
%A Williams, Spencer J. 
%T Investigations into the Chemistry of Some 1,6-Epithio and 1,6-Episeleno &szlig;-D-Glucopyranoses
%J Australian Journal of Chemistry
%D 2000/07/27
%V 53
%N 5
%P 389-397
%K Episeleno; epithio; glucopyranose; oxidation; sulfoxides; sulfones; Pummerer reactions; X-ray crystal structures.
%R https://doi.org/10.1071/CH99164
%U https://www.publish.csiro.au/paper/CH99164 
%X Derivatives of 1,6-dideoxy-1,6-epithio-&#946;-D-glucopyranose have been shown to undergo oxidation reactions to afford the corresponding sulfoxides and sulfones. The sulfoxides participate in Pummerer reactions to afford the corresponding &#945;-acetoxy sulfides which were then oxidized further. None of the sulfoxides, sulfones or &#945;-acetoxy sulfides prepared were particularly efficient glycosyl donors. Also presented are crystal structures of 1,6-dideoxy-1,6-epithio-&#946;-D-glucopyranose S,S-dioxide and 1,6-dideoxy-1,6-episeleno-&#946;-D-glucopyranose, interesting analogues of 1,6-anhydro-&#946;-D-glucopyranose. 
