[asascl1992]

Hi I was looking for some information regarding the reactivity of enones with respect to the synthesis below. I'm pretty sure that the first two steps in the synthesis are correct. The only part I'm confused about is the reactivity of the enone in the third step. I'm not sure if in this reaction if only electrophilic addition will occur at the double bond instead of nucleophilic addition at the carbonyl. I'm thinking for this example that because the secondary amine is so bulky, nucleophilic addition will not occur. Also, I'm unsure if a certain solvent or catalyst is needed for the third step to occur. Any help will be appreciated!

[lancenti]

The reaction is called Conjugate Addition, which is a nucleophilic addition.

Consider the resonance structure of the enone to see where the positive charge can find itself.

You'll want an organic solvent (ether maybe?) and high temperatures.