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Enamine synthesis mechanism

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(a) (i) Provide a retrosynthetic analysis of the enamine below in order to identify the starting ketone and amine.

Please see the attached document for the diagram.

(ii) Write a reaction mechanism to explain the formation of the enamine under acidic reaction conditions from the ketone and pyrrolidine.

(b) (i) Write a detailed reaction mechanism to show how the enamine provided can be used to synthesise each of the two target molecules.

Please see the attached document for the diagram.

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Solution Summary

A synthesis of enamine from ketones and amines is given along with the reaction mechanism. A synthesis using enamines as reactants is also included.