Some protecting groups can block two OH groups of a carbohydrate at the same time. One such group is shown here, protecting the 4-OH and 6-OH groups of b-d-glucose.
(a) What type of functional group is involved in this blocking group?
(b) What did glucose react with to form this protected compound?
(c) When this blocking group is added to glucose, a new chiral center is formed. Where is it?
Draw the stereoisomer that has the other configuration at this chiral center. What is the relationship between these two
stereoisomers of the protected compound?
(d) Which of the two stereoisomers in part (c) do you expect to be the major product? Why?
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