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W03 problems4a key

W03 problems4a key - Problem Set IV Answers Ethers(Page 1...

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NaH Cl 2 / H 2 O Cl OH OH Cl OH Cl Cl OH O O OH O F OH OH OH Cl OH NaH H 2 CrO 4 MCPBA O O O O O O O Br OMe 2. Provide the reagents for the transformations below. a) Winter 2003 b) c) Ethers (Page 1) d) e) 3. Draw all possible products for the transformations below. a) b) 1. NaH 2. CH 3 CH 2 I 1. TsCl 2. CH 3 CH 2 O Na 1. HCl 2. CH 3 CH 2 O Na Problem Set IV Answers 1. Draw the structure for each of the compounds given below. a) (1 R )-1-Fluoroethyl-cyclohexyl ether b) (2 S , 3 R )-2-Bromo-3-methoxybutyl-benzyl ether
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O H 3 C H O H 3 C H O O HI H MeOH / H + NaOMe / MeOH OCH 3 Br H O OH Br NaNH 2
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