Cd. Apostolopoulos et al., A CONVENIENT SYNTHESIS OF 2-THIO-SUGARS AND SYMMETRICAL BETA-KETO-SULFIDES FROM 2,3-DIDEOXY-HEX-2-ENOPYRANOSE-4-ULOSES, Polish Journal of Chemistry, 68(9), 1994, pp. 1725-1729
Michael addition of thiols or inorganic sulfur anions to several 5-sub
stituted 2,3-dideoxy-hex-2-enopyranose-4-uloses 1-4, afforded stereose
lectively 2-thio-sugars 5-11, or beta-keto-sulfides 12a and 12b, respe
ctively.