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Topic: Diels-Alder Reaction  (Read 3201 times)

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Offline Hurat

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Diels-Alder Reaction
« on: November 22, 2011, 05:24:27 PM »
Hello Colleagues,

I have a Diels-Alder reaction of two compounds shown below and I showed my major products (enantiomers)

I was wondering if my answer for the major product was correct. Also, am I correct in saying there would be four stereoisomers possible?

Also, how do I know in my major compound if my carbonyl group is para to the OTMS group or if it is the methyl that is para to the OTMS group?

Any hints/comments would be greatly appreciated.

Thank you.

Offline Honclbrif

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Re: Diels-Alder Reaction
« Reply #1 on: November 22, 2011, 06:04:15 PM »
There are four possibilities, but the two endo-structures would be your major.

EDIT

If you were to redraw your original structures so that the diene had its TMS group facing the top of the page you would get one set of endo/exo possibilities. If you then flipped the diene or the dienophile you would have a second set of endo/exo possibilities.
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Offline Hurat

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Re: Diels-Alder Reaction
« Reply #2 on: November 22, 2011, 06:50:06 PM »
the two endo-structures would be your major.

That's what I drew in my structure up above, no?

Offline discodermolide

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Re: Diels-Alder Reaction
« Reply #3 on: November 23, 2011, 12:20:17 AM »
the two endo-structures would be your major.

That's what I drew in my structure up above, no?

The words ortho, meta and para refer to the placements of substituents around an aromatic ring, usually benzene and the like.
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Offline Hurat

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Re: Diels-Alder Reaction
« Reply #4 on: November 23, 2011, 03:00:56 PM »
Yes, I know that discodermolide.

What are you trying to infer?

Offline discodermolide

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Re: Diels-Alder Reaction
« Reply #5 on: November 23, 2011, 04:30:33 PM »
Yes, I know that discodermolide.

What are you trying to infer?

I'm not trying to infer anything, but you must get your terminology correct or no-one will know what you mean.
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