What Sequence of Reactions Could Be Used to Prepare Cis-1,2-Cyclopentanediol $v$

question 120

Multiple Choice

What sequence of reactions could be used to prepare cis-1,2-cyclopentanediol from cyclopentane?

• A)(1)Cl₂,h\(v\); (2)t-BuOK/t-BuOH; (3)OsO₄; (4)NaHSO₃/H₂O
• B)(1)t-BuOK/t-BuOH; (2)Cl₂,h\(v\); (3)NaOH/H₂O
• C)(1)Cl₂,h\(v\); (2)t-BuOK/t-BuOH; (3)H₂O₂
• D)(1)NaOH/H₂O; (2)Br₂; (3)NaNH₂ (2 eq.)/liq.NH₃; (4)KMnO₄,NaOH/H₂O,5 °C
• E)(1)Cl₂,h\(v\); (2)t-BuOK/t-BuOH; (3)Hg(OAc)₂,H₂O (4)NaBH₄,H₃O⁺

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