Problem: Starting from methyl acetoacetate and any other necessary reagents, complete the most efficient three-step synthesis of the ketone, 3-benzyl-5-methylhexan-2-one, by dragging the appropriate compound(s) into the boxes. Only one set of reagents will fit into each box, and all compounds will not be used.

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This retrosynthesis starts from an acetoacetate ending with a ketone which will involve as series of enolate alkylations and decarboxylation:

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Problem Details

Starting from methyl acetoacetate and any other necessary reagents, complete the most efficient three-step synthesis of the ketone, 3-benzyl-5-methylhexan-2-one, by dragging the appropriate compound(s) into the boxes. Only one set of reagents will fit into each box, and all compounds will not be used.

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What scientific concept do you need to know in order to solve this problem?

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

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Our tutors rated the difficulty ofStarting from methyl acetoacetate and any other necessary re...as high difficulty.

What professor is this problem relevant for?

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