Chemistry
Chemistry
10th Edition
ISBN: 9781305957404
Author: Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Publisher: Cengage Learning
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4. An iterative approach to oligosaccharide synthesis involves the use of protected glycals (sugars with
C1-C2 double bond) as shown below. The product from the reaction of the first glycal with DMDO under
anhydrous conditions is treated with another suitably-protected glycal to form a disaccharide glycal, and
the process can be repeated to form a trisaccharide glycal, and so on... Crucial to the success of this
approach is the stereoselective formation of the intermediate A in the scheme below. Draw the
structure of A.
DMDO
CH₂Cl2
A
OH
ZnCl₂, THF
OH
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Transcribed Image Text:4. An iterative approach to oligosaccharide synthesis involves the use of protected glycals (sugars with C1-C2 double bond) as shown below. The product from the reaction of the first glycal with DMDO under anhydrous conditions is treated with another suitably-protected glycal to form a disaccharide glycal, and the process can be repeated to form a trisaccharide glycal, and so on... Crucial to the success of this approach is the stereoselective formation of the intermediate A in the scheme below. Draw the structure of A. DMDO CH₂Cl2 A OH ZnCl₂, THF OH
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