Chapter 23 Substitution Reactions of Carbonyl Compounds at the  Carbon

1. Introduction

2. Enols

Tautomerization is catalyzed by both acid and base.

3. Enolates

4. Enolates of Unsymmetrical Carbonyl Compounds

5. Racemization at the  Carbon p. 894 p. 894

6. Reactions of Enolates—Halogenation at the  Carbon

7. Reactions of Enolates—Direct Enolate Alkylation

The stereochemistry of enolate alkylation

less substituted kinetic enolate, which then reacts with CH3I to form A.

the more substituted thermodynamic enolate, which then reacts with CH3I to form B.

9. Reactions of Enolates—Malonic Ester Synthesis

10. Reactions of Enolates—Acetoacetic Ester Synthesis