(a) Draw the reaction of methyl -D-fructofuranoside with periodic acid, and predict the

Chapter 0, Problem 23-41

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(a) Draw the reaction of methyl -D-fructofuranoside with periodic acid, and predict the products. (b) Draw the structure of a hypothetical methyl -D-fructopyranoside, and predict the products from periodic acid oxidation. (c) The reaction of methyl -D-glucopyranoside with periodic acid (shown above) gives only the D-1+2 enantiomer of glyceraldehyde (among other products). If you oxidized b b b Problem-solving Hint Cleavage occurs only between two carbon atoms that bear hydroxyl groups. an aldohexose glycoside with periodic acid and one of the products was the L enantiomer of glyceraldehyde, what would that tell you about the sugar?

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