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+ Stereochemistry
+ Stereoselectivity
+ Chemistry
+ Hydrocarbons
Posted by
Alan Jia

Does syn-dihydroxylation form racemic mixture?

I have been asked to determine the nature of the product for the following reaction:

Oxidation reaction

And as I recognized this reaction to be a case of syn-dihydroxylation, my obvious response was that the product formed will be meso.

But, in the solution to the problem, it says it makes a racemic mixture.

Oxidation reaction with products

Shouldn't both the $\ce{-OH}$ be on the same side and form a meso-compound? And what does the $(sym)$ stand for?

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