ps_4 (1) - 3. Provide a mechanism for the following. No...

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M. Movassaghi Chemistry 5.43 Problem Set IV Monday 3.12.2007 Due in class: Monday, Mar. 19th, 2007 at 12:05 pm. 5. Provide a mechanism for the following; show arrow pushing. 1. Provide a mechanism for the following; show arrow pushing. CO 2 Et EtO 2 C O H 3 C CH 3 CH 3 h ν Br n -Bu 3 SnH, AIBN O OMe H 3 C Δ O O OMe 2. Provide a mechanism for the following; show arrow pushing. 6. Provide a mechanism for the following; show arrow pushing and account for the observed stereoselectivity. H O CO 2 CH 3 I CH 3 n -Bu 3 SnH, AIBN n -Bu 3 SnH, AIBN H 3 CO 2 C N Ph O Δ N Ph PhH, 70 °C Bn O O Br (racemic) 7. Provide a mechanism for the following; show arrow pushing.
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Unformatted text preview: 3. Provide a mechanism for the following. No deuterium incorporation was observed in the absence of light. Show arrow pushing. CCl 3 CCl 3 h Cl + CCl 4 + O O Cl h 10 : 1 Ph Ph CH 3 ROD CD 3 h Br CCl 3 CCl 3 + + BrCCl 3 Br 1 : 10 4. Provide a mechanism for the following; show arrow pushing. 8. For the reactions presented in question 7, explain the difference in product distribution between the reactions employing CCl 4 and nitrosyl chloride CH 3 h CH 3 O HO O N BrCCl 3 . HO OH Hint: weak bond mixture of E- and Z-oximes pyridine N 1/1...
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This note was uploaded on 11/27/2011 for the course CHEMICAL E 20.410j taught by Professor Rogerd.kamm during the Spring '03 term at MIT.

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