α,β-unsaturated carbonyl compounds and alkyl addition In my book it is suggested that in order to add alkyl groups in α,β-unsaturated carbonyl compounds we use organometallic reagents such as organolithium reagents. 
In the previous chapters it was suggested that the addition of alkyl groups in carbonyl compounds with saturated chains it is conducted by using secondary amines that produce enamines.

I would like to know if it is possible to add alkyl groups in α,β-unsaturated carbonyl compounds by using secondary amines.
If I understand the question correctly (I do not have the book), it goes like this:

(Ref. J. Am. Chem. Soc.  85, 2, 207-222)

In short I would say that it is not possible to perform the reaction in question in the same way with the Stork enamine alkylation simply because&mdash;due to the α,β unsaturation of the ketone&mdash;the enamine can not be produced with pyrrolidine. Also, I performed a Reaxys search and found no relevant results. (Of course, I might have missed something.) However, I did find a couple of interesting reactions between cyclohexenone and pyrrolidine which I submit below for completion:



And the following L-Proline organocatalytic reaction taken from: Tetrahedron Letters, 2010, vol.&nbsp;51, #38, p.&nbsp;5086&nbsp;- 5090. Note that compounds 1 and 2 in the scheme were isolated.



However it must be noted that generally, using a different α, β unsaturated ketone and a different amine to the ones used above, the reaction in question is possible as demonstrated by user55119 in his answer here: Why enamine formation does not occur with α,β unsaturated ketones?