Chapter 22: Q70P-b (page 1205)
Predict the products of these reaction sequences.

Short Answer

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Chapter 22: Q70P-b (page 1205)
Predict the products of these reaction sequences.


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Without looking back, propose a mechanism for the hydrolysis of this iminium salt to the alkylated ketone. The first step is attack by water, followed by loss of a proton to give a carbinolamine. Protonation on nitrogen allows pyrrolidine to leave, giving the protonated ketone.
Propose a mechanism for the crossed Claisen condensation between ethyl acetate and ethyl benzoate.
Show how octane-2,7-dione might cyclize to a cycloheptenone. Explain why ring closure to the cycloheptenone is not favored.
Predict the products from this sequence of reactions

Question:Show how you would use an aldol, Claisen, or another type of condensation to make each compound
c.

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