Enols and Enolates – Part 2 | Organic Chemistry 3

Additional reactions of enols and enolates are studied in this chapter: halogenation of aldehydes and ketones, 1,2- and 1,4-additions of unsaturated carbonyls by organometallic reagents, Michael addition, Robinson annulation

Halogenation of Aldehydes and Ketones


  1. Enolization:

  2. Halogen attack followed by deprotonation:

1,2- and 1,4-additions by Organometallic Reagents

Organolithium reagents (RLi): 1,2-addition
Gilman reagents (R2CuLi): 1,4-addition
Grignard reagents (RMgBr): 1,2 or 1,4-addition depending on reagent and substrate structure

Michael Addition


Robinson Annulation


  1. Michael addition:

  2. Intramolecular aldol condensation:

  3. Aldol dehydration: