W03 problems4b

W03 problems4b - f) menthol g) m-CPBA h) 1. Br 2 , H 2 O 2....

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OH OMs OH TfO THF I OH 1-propanol ether O Problem Set 4 (Chapter 11 Ethers) TA: Danny Ng 2/3/2003 2. Provide the r e a g e n t s or p r o d u c t s for the following reactions. Pay attention to stereochemistry if applicable. 1. Provide the structures for the following compounds. Pay attention to stereochemistry if applicable. a) Isobutyl tert -butyl ether b) trans -4-ethoxycycloheptanol c) 3 R-tert- butoxy-5,7-nonadiyne d) cis -2-mercaptocyclohexyl phenyl ether e) trans -2,3-diethynyl-oxetane f) 2 R -methyl-tetrahydropyran a) 1. K 0 2. b) 1. Butyllithium 2. c) LDA d) HCl (dilute) e) HBr (dilute) 25 o C
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OH Ph O H 3 CO O OH O O O O O TA: Danny Ng 2/3/2003 Problem Set 4 (Chapter 11 Ethers)
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Unformatted text preview: f) menthol g) m-CPBA h) 1. Br 2 , H 2 O 2. NaOH i) NaOH, H 2 O H 3 O + , H 2 O 3. Explain the following results with reaction mechanisms. a) , H 2 SO 4 MAJOR NaCN HO O Ph HO O H 2 SO 4 O I I Ph Cl OH O O HO OTs TA: Danny Ng 2/3/2003 Problem Set 4 (Chapter 11 Ethers) b) m-CPBA c) HI, heat 4. Synthesis. a} Draw the structures for the intermediates and final product. Pay attention to stereochemistry 1. NaNH 2 2. H 3 O, H 2 O + b) Provide the reagents to achieve the following transformation....
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This note was uploaded on 04/05/2008 for the course CHEM 30B taught by Professor Rubin during the Winter '05 term at UCLA.

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W03 problems4b - f) menthol g) m-CPBA h) 1. Br 2 , H 2 O 2....

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