
TY  - JOUR
A1  - Skelton, Brian W. 
A1  - Stick, Robert V. 
A1  - Tilbrook, D. Matthew G. 
A1  - White, Allan H. 
A1  - Williams, Spencer J. 
T1  - Investigations into the Chemistry of Some 1,6-Epithio and 1,6-Episeleno &szlig;-D-Glucopyranoses
JF  - Australian Journal of Chemistry
JO  - Aust. J. Chem.
Y1  - 2000
VL  - 53
IS  - 5
SP  - 389
EP  - 397
KW  - Episeleno; epithio; glucopyranose; oxidation; sulfoxides; sulfones; Pummerer reactions; X-ray crystal structures.
UR  - https://doi.org/10.1071/CH99164 
N2  - 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. 
ER  -

