Chapter 24.14, Problem 17P

Interpretation Introduction

Interpretation:

The curved arrows are to be added to the given sequence to show the conversion of the conjugate acid of $\text{methyl-}\beta \text{-D-glucopyranoside}$ to the corresponding $\text{α-anomer}$.

Concept introduction:

The flow of electrons in the mechanism is shown by curved arrows.

The compound $\text{methyl-}\beta \text{-D-glucofuranoside}$ can be converted to its anomer using unshared electron pair on the oxygen attached to $\text{C-5}$ carbon atom.

The product of each step gives ideas about the bonds that break and new bonds that are formed.