Enols and Enolates

Reactions of enolate anions - overview

 

Reversible and irreversible enolate formation

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

Alkylation of enolate

  • SN2 reaction of alkyl halide
  • Electrophilic substitution reaction at a-carbon of carbonyl

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

Addition of enolate to carbonyl (aldol)

  • Nucleophilic addition reaction of aldehyde or ketone
  • Electrophilic substitution reaction at a-carbon of carbonyl
  • Preparation of a,b-unsaturated carbonyl compound

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

Acylation of enolate (Claisen or Dieckmann)

  • Nucleophilic substitution reaction of ester
  • Electrophilic substitution reaction at a-carbon of carbonyl
  • Preparation of b-dicarbonyl compounds