Draw the structure(s) of the major organic product(s) of the following reaction. Use the wedge/hash bond tools to indicate stereochemistry where it exists. If the reaction produces a racemic mixture, draw both stereoisomers. Include counter-ions, e.g., Na , I-, in your submission, but draw them in their own separate sketcher. Omit products derived from the acidic or basic reagent itself, e.g. HN(i-Pr)2 derived from N(i-Pr)2-. If substantial starting material is present at the end of the reaction, include it in the products. If no reaction occurs, draw the organic starting material.

The acid-catalyzed aldol condensation begins with conversion of a ketone (or aldehyde) to an enol, which then attacks another aldehyde or ketone which has been activated by protonation of the carbonyl oxygen. This is referred to as the “aldol addition” reaction. The aldol condensation goes a step further: water is removed from the aldol addition product, first by protonation of the alcohol, and then 1,4-elimination via an intermediate enol species.

The product of the reaction is given in the image attached.