Acetals dithio-, sugar

Numerous thiols have been found suitable for preparing dithio-acetals of sugars ethanethiol1 and a-toluenethiol27 have been used most commonly, but small, aliphatic thiols function interchangeably in this reaction. Condensation with 1,10-decanedithiol produces a dimeric species (1), assumed to possess a 26-membered ring,28... 

Triazoline imino sugar derivatives 297 that are prospective glycosidase inhibitors have been prepared as single diastereomers in high yield via an lAOC reaction of in situ generated azido alkene 296 (Eq. 32) [78]. m-CPBA oxidation of the dithioacetal groups in the 0-acetylated 5-azido-5-deoxydibenzyl dithio-acetal of o-xylose or D-ribose 294 to the bis-sulfone 295, followed by loss of HOAc between C-1 and C-2 provided the lAOC precursor 296. 

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