Acid anhydrides are often used in place of acid chlorides because a less acidic carboxylic acid, not the much stronger acid HCI, 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 ano- meric 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. OH anomeric carbon H3C "O-CH3 CH,Cl2 Si
Acid anhydrides are often used in place of acid chlorides because a less acidic carboxylic acid, not the much stronger acid HCI, 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 ano- meric 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. OH anomeric carbon H3C "O-CH3 CH,Cl2 Si
Chemistry
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Chapter1: Chemical Foundations
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Transcribed Image Text:Acid anhydrides are often used in place of acid chlorides because a less acidic carboxylic
acid, not the much stronger acid HCI, 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 ano-
meric 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.
OH anomeric
carbon
H3C
"O-CH3
CH,Cl2
Si
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