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Question

Give the reagent that would best accomplish the following transformation:
230042_4916712bdf074942a61e42bedb324cd7.png

A
mCPBA/H+/H2O
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B
KMnO4/H2O
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C
OsO4/H2S
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D
All of these
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Solution

The correct option is C mCPBA/H+/H2O
(A) Epoxidation followed by hydrolysis using mCPBA/H+/H2O as in above mechanism gives trans diol as the final product.
(B) KMnO4/H2O will give cis diol.
(C) OsO4/H2S will give cis diol.
Thus, option (A) is correct.

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