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POD15Key - Complete this mechanism by drawing curved arrows...

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Problem of the Day #15 Answer Key Deadline : IN CLASS on W 8/4/2010 LATE WORK WILL NOT BE ACCEPTED OR GRADED!!! This problem is worth a total of 20 raw points. Consider the overall transformation shown below, which is an example of a crossed aldol reaction H O + H 3 C CH 3 O O + H 2 O H 3 O Under the acidic conditions employed, the enol form of the ketone will react with the conjugate acid of the aldehyde. These “starting materials” are shown below you do not need to show how they are formed.
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Unformatted text preview: Complete this mechanism by drawing curved arrows to show movement of electron pairs, and by drawing structures for all important reaction intermediates. If an intermediate is a resonance hybrid, please draw only the MOST IMPORTANT contributing resonance structure. Remember, under acidic reaction conditions, all charged organic intermediates should be CATIONS ! H O H H 2 C CH 3 OH H O H H O H H H O H O O H H H O O H H O O H H H H O H O H H O H O H O H H...
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