Isosorbide: spot the stereochemistry flaw

Single question

Acid-catalyzed double dehydration of D-sorbitol gives isosorbide. Substrate and conditions are right. Check the stereochemistry of the bicyclic product.

Stereospecific intramolecular etherification

Conservation of sorbitol stereocenters during dehydration

Distinguishing isosorbide from isomannide and isoidide

Find the flaw

Click the step that contains the flaw, or pick “No flaw” if you think every step is correct.

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