Answered: Come up with a mechanism for this…

Come up with a mechanism for this conversion and then talk about how the structure of the glycosyl intermediate accounts for this stereoselectivity.

Organic Chemistry

9th Edition

ISBN:9781305080485

Author:John E. McMurry

Publisher:John E. McMurry

Chapter25: Biomolecules: Carbohydrates

Section25.SE: Something Extra

Problem 60AP

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Question

Come up with a mechanism for this conversion and then talk about how the structure of the glycosyl
intermediate accounts for this stereoselectivity.
OH
OH
ROH
HO
HO
HO
UDP
HO
NHAC
NHAC
UDP-GlcNAc
B-Glycoside only

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