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JEE Main Chemistry question

ChemistryOrganic Chemistry - Some Basic Principles and TechniquesJEE Main

The same cyclohexane-diol cleavage/reduction sequence as above (periodate cleavage then ) is carried out starting from the other (diastereomeric) vicinal-diol configuration, giving product . What is the total number of stereoisomers of this product ?

Answer: 3

Solution

As before, periodate cleavage opens the ring to a chain with two stereocentres bearing identical substituents on either side, so an internal plane of

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Question ID VK-149016