1. Extent of Enolization

2. Regiochemistry of Enolization
Thermodynamic base,
more stable enolate
Kinetic base,
Less substituted enolate
Thermodynamic base,
more stable enolate
“Middle” protons are most acidic due to additional resonance stability involving both carbonyls

3. Substitution-type Reactions

4. Aldol-type Reactions

5. Claisen-type Reactions

6. Michael-type Reactions

7. Tandem and Related Reactions

8. Reactions of Enamines

9. Mechanism (a)

10. Mechanism (b)

11. Mechanism (c)

12. Mechanism (d)

13. Synthesis (a)
Essentially Claisen condensation followed by acetoacetate synthesis

14. Synthesis (b)