Acid anhydrides are often used in place of acid chlorides
Chapter 18, Problem 18.7(choose chapter or problem)
Acid anhydrides are often used in place of acid chlorides because a less acidic carboxylic acid, not the much stronger acid HCl, is the byproduct of the reaction. In the following reaction of a carbohydrate derivative, acetic anhydride is used to obtain the product in 99% yield as a single stereoisomer. Note that the stereochemistry of the starting anomeric carbon is not indicated. Draw the product of the following transformation in a chair form and show the single stereoisomer product of this transformation, which is also the most stable possible chair species. , CH2Cl2 OH H3C O CH3 O O Si anomeric carbon O O O
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