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Hydroboration-oxidation is a syn addition reaction that gives the anti-Markovnikov product. Is this statement correct?

1. True
2. False
3. Sometimes true
4. Cannot be determined

Correct answer: True

Solution

Hydroboration-oxidation proceeds via a concerted four-membered cyclic transition state, delivering H and BH2 simultaneously to the same face (syn addition). Boron attaches to the less hindered (less substituted) carbon, giving the anti-Markovnikov alcohol after oxidation. Both features of the statement are correct.

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