3. D-glucose exists as two epimeric cyclic hemiacetals: a-D-glucopyranose (left, labeled hydroxy group is in the axial position) and B-D-glucopyranose (right, the labeled hydroxy group is in equatorial position). The two anomers equilibrate via the open aldehyde form. Draw a curved arrow mechanism to show the conversion of one anomer to the other under acid catalysis. Use H-A to represent the acid. HOH HO НО. H H Ho OH- -H OH ܠܐ HO HOH HO- H H Ho OHI H

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3. D-glucose exists as two epimeric cyclic hemiacetals: a-D-glucopyranose (left, labeled hydroxy
group is in the axial position) and ß-D-glucopyranose (right, the labeled hydroxy group is in
equatorial position). The two anomers equilibrate via the open aldehyde form. Draw a curved arrow
mechanism to show the conversion of one anomer to the other under acid catalysis. Use H-A to
represent the acid.
нон
HO
HO-
H
H
Но
OHI-
OH
H
HO
HOH
HO
H
H
Но
OHI
H
он;
Transcribed Image Text:3. D-glucose exists as two epimeric cyclic hemiacetals: a-D-glucopyranose (left, labeled hydroxy group is in the axial position) and ß-D-glucopyranose (right, the labeled hydroxy group is in equatorial position). The two anomers equilibrate via the open aldehyde form. Draw a curved arrow mechanism to show the conversion of one anomer to the other under acid catalysis. Use H-A to represent the acid. нон HO HO- H H Но OHI- OH H HO HOH HO H H Но OHI H он;
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