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Chapter 18: Enols and Enolates



Overview of Enolate Reactions | Alpha-Halogenation fo Aldehydes and Ketones | Haloform reaction | Alkylation of Enolates | The Aldol Condensations of Aldehydes | Conjugated Systems...Implications | The Michael Addition Reaction | The Robinson Annulation Reaction |


Chapter 18: Michael reaction  

The Michael Addition Reaction

Chapter 18: Enols and Enolates

the Michael reaction
Reaction type : Conjugate addition

Summary

MECHANISM OF THE MICHAEL ADDITION
Step 1:
First, an acid-base reaction. Hydroxide functions as a base and removes the acidic a-hydrogen giving the reactive enolate.
mechanism of the Michael addition
Step 2:
The nucleophilic enolate attacks the conjugated ketone at the electrophilic alkene C in a nucleophilic addition type process with the electrons being pushed through to the electronegative O, giving an intermediate enolate.
Step 3:
An acid-base reaction. The enolate deprotonates  a water molecule recreating hydroxide and the more favorable carbonyl group.


 
 
 

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