Michael Addition
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CH2(COOC2H5)2 + CH2=CHCOCH3 → product
Descripción general
A Michael donor (stabilized carbanion) adds to the beta-carbon of a Michael acceptor (alpha,beta-unsaturated carbonyl). This 1,4-conjugate addition forms a new carbon-carbon bond and is complementary to 1,2-addition. The Michael reaction is one of the most versatile C-C bond forming reactions.
Ejemplo cotidiano
The Robinson annulation, combining Michael addition with aldol condensation, is used to build steroid ring systems in drug synthesis.
Importancia industrial
Las adiciones de Michael se usan ampliamente en síntesis farmacéutica, química de polímeros (polimerización de acrilatos) y en síntesis de compuestos naturales con estructura compleja.
Propiedades
- Tipo
- Organic
- Reversible
- Sí
- Energía
- Exotérmico
- ΔH
- -25,0 kJ/mol
- Catalizador
- Base (e.g., NaOEt)