Depto. Química Orgánica

ROBINSON ANNULATION OR ANNELATION

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15/07/2017
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Robinson annulation
Robinson annulation or annelation is a two-step synthetic protocol in which a Michael (conjugated) addition is followed by an intramolecular aldol condensation leading to a cyclohexenone.
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In the first step, the enolate of an aldehyde, ketone or dicarbonyl compound attacks in a conjugated manner to an alpha,beta-unsaturated ketone.
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In a second step the enolate, formed in the conjugated addition, intramolecularly attacks the carbonyl that started the reaction. A very stable six-membered ring is hence produced leading to a cyclohexenone after the usual dehydration that takes place in aldol condensations.