Friday_session_6 - OH O OH only carbon source MeO O O O O O...

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Chem 3580 - Spring 2009 Friday Session 6 1. Propose a plausible mechanism for the reaction shown below. Draw all important resonance structures for intermediates. O O O O O O NaOEt EtOH 2. Propose a practical laboratory synthesis of the compounds shown below from the indicated starting compounds. Use any necessary inorganic reagents and, where appropriate, use any other organic reagents containing no more than 4 carbon atoms, unless otherwise restricted. . More than one step is needed in each case.
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Unformatted text preview: OH O OH only carbon source MeO O O O O O O Br N CH 3 H H H O HO CH 3 O and and Ph OH Ph N from Ph O N H 3. Write a plausible mechanism for each of the following reactions. H H O NH 2 O NaBH 3 CN EtOH AcOH N .. (a) N Ph H + H H O MeOH AcOH NaBH 3 CN N Ph CH 3 (c) HO NH 2 CH 3 I (Exs) O (d) O O HO (cat) O (e) N 1. O 2. H 2 O 3. KOH (cat), EtOH O (f) Br Br COOMe 1. Et 3 N, ! 2. H 3 O + + COOMe O N (g) O + Cl OEt O O OEt O (h) t-BuOK H N H O H O HCl (cat) N O H (b)...
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This note was uploaded on 09/07/2009 for the course CHEM 2183 taught by Professor Jonnjardarson during the Spring '09 term at Cornell University (Engineering School).

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Friday_session_6 - OH O OH only carbon source MeO O O O O O...

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