Hi everybody, one of the questions I hear alot is about enolate product.  How do you do the retrosynthetic analysis on one?  How do you even know it came from an enolate reaction?  Here is an example to look at:

As you can see here, a possible enolate product is an α,β-unsaturated ketone.  When you see one of these types of ketones, disconnect first at the double bond and “insert” an oxygen atom, as shown above.  Now, it becomes more evident which two carbonyls were participants in the original reaction.
Remember that in most cases, an α,β-unsaturated ketone can be derived from an enolate reaction.
Hopefully this was somewhat helpful.  For more information on this and other topics, please visit organic chemistry.
Good luck and happy reacting.