Solved: Without looking back, propose a mechanism for the hydrolysis of this iminium

Chapter 0, Problem 22-7

(choose chapter or problem)

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.

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