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Chiroptical studies of sugars. Part IV. Proposal of the glycosidic heteroatom [helicity rule in 1-thio-D-glycopyranosides
Authors:Emiri Ohtaki  Hiroshi Meguro
Affiliation:Department of Food Chemistry, Faculty of Agriculture, Tohoku University, Amamiyamachi-Tsutsumidori, Sendai, Japan
Abstract:1-Thio-D-dlycopyranosides gave CD bands at 220 nm (n→δ* of glycosidic sulfur). Their [θ] were shown as the sum of the two effects from ring oxygen and -OH at C-2, leading to the glycosidic heteroatom helicity rule to predict the configurations and conformations at C-1 and C-2.
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