Organic Chemistry · Chapter 7: Aldehydes & Ketones II

Question

The Michael reaction involves the ____ of a resonance stabilized enolate to the β carbon of an α,β-unsaturated carbonyl system.

Answer

The Michael reaction involves the conjugate addition (1,4-addition) of a resonance stabilized enolate to the β carbon of an α,β-unsaturated carbonyl system.
The Michael reaction involves the conjugate addition (1,4-addition) of a resonance stabilized enolate to the β carbon o…
Note ↓: The mechanism of the Michael addition includes nucleophilic attack by the enolate ion on the ß-carbon of the unsaturated carbonyl compound (the Michael “acceptor”), followed by protonation of the resulting enolate.
Note ↑: As the mechanism indicates, the reaction works because of the nucleophilic potential of the α-carbon of an enolate and the electrophilic reactivity of the ß-carbon of an α,ß-unsaturated carbonyl compound.
Note ↓: The synthetic sequence of a Michael addition followed by an intramolecular aldol condensation is also called a Robinson annulation. The Robinson annulation reaction produces new cyclic enones.
Fun Fact ↓:

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