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 the curved arrows to show the complete reaction mechanism for the conversion of one anomer to the other under acidic catalysis. HOH HOH Ho HO HO HO HO- H H HO- OH!-- H H OH H OHI H
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 the curved arrows to show the complete reaction mechanism for the conversion of one anomer to the other under acidic catalysis. HOH HOH Ho HO HO HO HO- H H HO- OH!-- H H OH H OHI H
Organic Chemistry
8th Edition
ISBN:9781305580350
Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Publisher:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Chapter25: Carbohydrates
Section: Chapter Questions
Problem 25.29P
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