PS Session 3 09.09.10

PS Session 3 09.09.10 - 2 2. PhNH 2 , NaBH 3 CN HO OH H +...

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1 Problem-Solving Session Worksheet Chemistry 262, Fall 2010 Session 3: 9 September 2010 1. Provide mechanisms. O H 2 N NH 2 + N NH 2 hydrazine hydrazone OH, H 2 O N N hydrazone H H H H N N + OH, H 2 O
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2 2. Illustrate the major product of the reaction and a mechanism for its formation. 3. Provide the missing products. Illustrate the stereochemistry where appropriate. O H + , H 2 O mechanism? O 1. LiAlH 4 , ether 2. H 2 O 1. Rh catalyst, H
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Unformatted text preview: 2 2. PhNH 2 , NaBH 3 CN HO OH H + catalyst NH 2 OH H + catalyst H 2 Pt catalyst PPh 3 HO OH H + catalyst 1. 2. Br 2 3. H + , H 2 O 3 4. Provide the requested syntheses. Hint: review protecting groups for alcohols: pp. 429-430 in your text. Br OH O OH OH and MAKE: FROM: MAKE: FROM: O OH Cl OH and anything else you choose....
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PS Session 3 09.09.10 - 2 2. PhNH 2 , NaBH 3 CN HO OH H +...

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