PDA

View Full Version : 'diels alder' like reaction with nonconjugated dienes


Galap
Mar29-11, 07:18 PM
Can a reaction like the diels alder reaction occur if the diene is not conjugated, but can have the proper geometric configuration for the same electron transfer?

http://i.imgur.com/sFhLg.jpg

Image of example.

If my question is unclear, I can clarify further if necessary.

DrDu
Mar30-11, 02:10 AM
I think so, but note that in your example there are two hydrogens pointing towards each other which makes the relevant conformation implausible.
On the other hand, if I remember correctly, Diels Alder like reactions may also happen non-synchronously via a mechanism involving radicals, maybe that's more plausible in that case.

aroc91
Mar30-11, 11:48 PM
Yes, the reaction you have on the paper is legitimate.

Nemus
Mar31-11, 12:23 AM
I agree. I have seen such examples published.