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- W2022348974 abstract "Abstract The 1 H and 13 C spectra have been analyzed fully for 5-thio-α- d -xylopyranose and in part for the β anomer. Comparison with our analyses for both anomers of 5-thio- d -glucopyranose and 6-thio- d -fructopyranose and with analyses of the analogous oxygen sugars for all three systems provides a general perspective for the characterization of ring distortions brought about by the presence of the sulfur atom within the ring. Puckering of the thio sugar ring is demonstrated in the α anomers of both the xylose and the fructopyranose by a decrease in axial-equatorial couplings and an increase in equatorial—equatorial couplings. The β anomers of 5-thioglucose and 5-thioxylose appear to be more resistant to puckering, possibly because of the buttressing effects of numerous adjacent equatorial groups. These conformational factors may be responsible in part for the decreased stability of the β thio sugar, relative to the α anomer, in comparison with the oxygen analogues." @default.
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- W2022348974 date "1983-04-01" @default.
- W2022348974 modified "2023-09-22" @default.
- W2022348974 title "Distortion analysis of thio sugars" @default.
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- W2022348974 doi "https://doi.org/10.1016/0008-6215(83)88132-4" @default.
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