Enols and Enolate Anions Position of equilibrium determined by stability of enolate anion. Under kinetic conditions the enolate ratio is determined by the relative rates of the 2 competing proton abstraction reactions. Stereochemistry is a little more difficult to predict. Alkylations - Reactions in which enolate anions serve as nucleophiles in S N 2 displacements. Malonic Ester 3.
Unactivated systems require higher temperature.
Certain bridgehead carboxylic acids will not decarboxylate. 1 RX is best. 3 RX give only elimination. 2 RX give poor to moderate yields. Stereochemistry of enolate alkylation.