Q15P
Question
Dieckmann cyclization of diethyl 3-methylheptanedioate gives a mixture of two 𝛃-keto ester products. What are their structures, and why is a mixture formed?
Step-by-Step Solution
Verified Answer
When Dieckmann cyclization of diethyl 3-methylheptanedioate occurs, it forms a mixture of two 𝛃-keto ester products because it is an unsymmetrical diester compound.
1Mechanism of Dieckmann cyclization of diethyl 3-methylheptanedioate
2Conclusion
Since diethyl 3-methylheptanedioate is an unsymmetrical diester compound so it can form two enolates compounds and each can cyclize to give two 𝛃-keto ester products.
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