'diels alder' like reaction with nonconjugated dienes

[Galap]

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]

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]

Yes, the reaction you have on the paper is legitimate.

 

[Nemus]

I agree. I have seen such examples published.

 

[LudusRex]

The Diels-Alder reaction is a type of cycloaddition reaction in which a diene (a molecule with two double bonds) reacts with an alkene (a molecule with one double bond) to form a cyclic compound. This reaction is typically observed with conjugated dienes, where the double bonds are separated by a single bond, allowing for efficient electron transfer. However, it is possible for a Diels-Alder-like reaction to occur with nonconjugated dienes, as long as the diene has the proper geometric configuration for efficient electron transfer.

In the provided image, the diene is not conjugated, but it is in the proper s-cis conformation, allowing for efficient electron transfer. As a result, the reaction can still occur, forming a cyclic compound with the alkene. However, the rate of the reaction may be slower compared to a reaction with a conjugated diene, as the nonconjugated diene may not have the same level of electronic delocalization.

In conclusion, while the Diels-Alder reaction is typically observed with conjugated dienes, a similar reaction can occur with nonconjugated dienes if they are in the proper geometric configuration for efficient electron transfer. Further research and experimentation may be needed to fully understand the kinetics and mechanism of such reactions.