[mreff555]

I always have trouble with the DA rxn. I know the mech, but I always get the wrong product. I'm trying to figure out the product for this one


This is what I found but I'm a little confused because I never learned about DA rxn's kicking off oxygens.

can anybody explain the mech?

[nj_bartel]

That looks like the product for dimerization of cylcopentadiene, not dione.

[azmanam]

How stable is the ketone, even?  It's pseudo anti-aromatic with the partial positive on the carbonyl carbon.

[nj_bartel]

Oops, I read dione, not dienone.  I don't know, in that case.

[azmanam]

you're right.  the structure drawn is dicylcopentadiene.  my question was more theoretical.

op - can you post the original question, I don't think we know what you're asking.