Problem: What cyclic diketone will give rotundone (below) upon intramolecular aldol condensation?  

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What cyclic diketone will give rotundone (below) upon intramolecular aldol condensation?

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Our tutors have indicated that to solve this problem you will need to apply the Intramolecular Condensation Retrosynthesis concept. If you need more Intramolecular Condensation Retrosynthesis practice, you can also practice Intramolecular Condensation Retrosynthesis practice problems.

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Based on our data, we think this problem is relevant for Professor Daoudi's class at UCF.