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Topic: Diels-Alder Rxn  (Read 2655 times)

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Offline mandy9008

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Diels-Alder Rxn
« on: February 16, 2010, 10:13:25 PM »
i need to draw the major product of the attached rxn. my answer is also on the attached file. i don't know what i did wrong
thanks

Offline plankk

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Re: Diels-Alder Rxn
« Reply #1 on: February 17, 2010, 12:57:42 AM »
First of all ,draw your diene in s-cis conformation, cause only this form can do Diels-Alder. Next look here for the mechanism and try to do the same with your diene and dienophile.

Good luck

Offline Scatter

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Re: Diels-Alder Rxn
« Reply #2 on: February 17, 2010, 01:39:30 AM »
Also, count your carbons.  You should end up with a six membered ring...

Offline orgopete

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Re: Diels-Alder Rxn
« Reply #3 on: February 17, 2010, 08:39:51 AM »
There was another question on a Diels-Alder reaction. Although your question did not limit the diene stereochemistry, you need to use the cisoid stereochemistry. You may also follow the preferences that result in an endo product for a bicyclic system to give the major product for your reaction. (An example is given in this forum here.) You will need to carefully make the bond connections and bond reductions that result in the product.
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