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Question 44

Most stable product of the following reaction is

image

Explanation: The alcohol first undergoes tosylation, which converts the $$-OH$$ group into a good leaving group while retaining stereochemistry.

The next step involves substitution with $$CN^-$$ in DMF through an $$S_N2$$ mechanism.

An $$S_N2$$ reaction proceeds through backside attack, causing complete inversion of configuration at the reacting chiral center.

Thus, the original solid wedge becomes a dashed bond.

To make the structure appear different, the molecule is visually rotated by $$180^\circ$$.

After this rotation, the chiral center originally drawn on the left appears on the right, and wedged/dashed bonds reverse their visual appearance.

As a result, the inverted $$-CN$$ group appears as a solid wedge in the final drawing.

Therefore, the correct structure corresponds to Option B.

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