Examples:

4.3.1.4 Stork Enamine Synthesis

Enamines are specific enol equivalents to alkylate aldehydes and ketones. They are formed when aldehydes or ketones react with secondary amines.

Mechanism

The mechanism shows how they react with alkylating agent to form a new carbon-carbon bond.

The overall process amounts to an enolate alkylation. The reaction conditions are mild and no self-condensation is observed.

Examples: