Propose a synthetic route to produce the following transformation: A. HBr E. Na/NH3 1. H₂, Pd/C M. Br₂ ? B. xs NaNH, F. H₂O*, H₂SO4 J. HBr, ROOR N. 1.03 2. DMS or H₂O C. CH3CI G. xs HBr K. 1. Hg(OAc)2, H₂O 2. NaBH4 0. 1.RCO3H 2. H₂O* 1. R₂BH-THF 2. NaOH, H₂O₂ H. 1. 2. H₂O D. L. H₂, Lindlar's cat. P. OSO4, NMO

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### Propose a Synthetic Route to Produce the Following Transformation:

#### Reagents and Conditions:
- **A.** HBr
- **B.** xs NaNH₂
- **C.** CH₃Cl
- **D.** 1. R₂BH-THF  2. NaOH, H₂O₂
- **E.** Na/NH₃
- **F.** H₃O⁺, HgSO₄
- **G.** xs HBr
- **H.** 1. \[\equiv\]  2. H₂O
- **I.** H₂, Pd/C
- **J.** HBr, ROOR
- **K.** 1. Hg(OAc)₂, H₂O  2. NaBH₄
- **L.** H₂, Lindlar’s cat.
- **M.** Br₂
- **N.** 1. O₃  2. DMS or H₂O
- **O.** 1. RCO₃H  2. H₃O⁺
- **P.** OsO₄, NMO

#### Remaining Options:
- M, A, F, O, G, I, B, D, H, N, C, J, K, E, P, L, J

#### Steps Selection:
- **Step 1:**
- **Step 2:**
- **Step 3:**

**Instructions:** Choose the appropriate reagents for each step of the reaction. The goal is to convert the starting material into the desired product using the correct sequence of chemical reactions. Select options for Step 1, Step 2, and Step 3 from the remaining options provided.
Transcribed Image Text:### Propose a Synthetic Route to Produce the Following Transformation: #### Reagents and Conditions: - **A.** HBr - **B.** xs NaNH₂ - **C.** CH₃Cl - **D.** 1. R₂BH-THF 2. NaOH, H₂O₂ - **E.** Na/NH₃ - **F.** H₃O⁺, HgSO₄ - **G.** xs HBr - **H.** 1. \[\equiv\] 2. H₂O - **I.** H₂, Pd/C - **J.** HBr, ROOR - **K.** 1. Hg(OAc)₂, H₂O 2. NaBH₄ - **L.** H₂, Lindlar’s cat. - **M.** Br₂ - **N.** 1. O₃ 2. DMS or H₂O - **O.** 1. RCO₃H 2. H₃O⁺ - **P.** OsO₄, NMO #### Remaining Options: - M, A, F, O, G, I, B, D, H, N, C, J, K, E, P, L, J #### Steps Selection: - **Step 1:** - **Step 2:** - **Step 3:** **Instructions:** Choose the appropriate reagents for each step of the reaction. The goal is to convert the starting material into the desired product using the correct sequence of chemical reactions. Select options for Step 1, Step 2, and Step 3 from the remaining options provided.
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