Problem_Set_2_KEY - Problem Set #2: Chapters 17, 18 1....

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Problem Set #2: Chapters 17, 18 1. Provide the products and/or the conditions for the following transformations: O 1. NaBH 4 2. H 3 O + 3. SOCl 2 Cl O O 1. CH 3 MgBr (2 eq) 2. H 3 O + 3. POCl 3 , pyr OH 1. PCC 2. PhMgBr 3. H 3 O + OH O HO 1. LiAlH4 2. H 3 O + 3. PBr 3 Br Ph 1. mCPBA 2. CH 3 OH, H + O Ph OH
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OH OH 1. SOCl 2 2. Mg, ether 3. 4. H 3 O + O O 1. CH 3 MgBr 2. H 3 O + 3. H 2 SO 4 , H 2 O heat O O 1. LiAlH 4 2. H 3 O + 3. PCC O H O Ph 1. CH 3 MgCl 2. H 3 O + 3. TMSCl Et 3 N Ph OTMS 1. CH 3 CH 2 MgCl 2. H 3 O + 3. PCC O H O
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2. Provide a reasonable synthesis for the following molecules using the given starting material and any other carbon contaning compound you need with 2C atoms or less. 1. POCl 3 , pyr 2. mCPBA OH O (KSO 3 ) 2 NO O O OH OH 1. PBr 3 2. CH 3 ONa O H O OH 1. CH 3 MgBr 2. H 3 O + OH 1. PBr 3 2. Mg, ether MgBr 1. 2. H 3 O + O
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O Cl O AlCl 3 O 1. NaBH 4 2. H 3 O + OH POCl 3 pyr mCPBA O 1. CH 3 CH 2 ONa 2. H 3 O + HO H O OH HO O O H TMSO H O PCC TMSCl Et 3 N MgBr 1. 2. H
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Problem_Set_2_KEY - Problem Set #2: Chapters 17, 18 1....

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