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Robinson annulation 7 years 1 month before #9636

Have you ever done an annulation like this? It is not clear to me how Michael's reaction would be in the first step since the alpha-beta unsaturated bond is inside a cycle.

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Robinson annulation 7 years 1 month before #9637

Hello, I give you the following proposal:

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The Following User Said Thank You: Panoramix

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Robinson annulation 7 years 1 month before #9639

Ok, it seems correct to me, it is more or less as I thought but I have a doubt.

It is assumed that the addition of the base to a carbonyl group removes a proton from the alpha carbon and does not move the electrons from oxygen. It would be the same for the Michael reaction and for the aldol condensation that forms the cycle, right?


it is the alpha carbon that is deprotonated and that causes the attack on the double bond in the first step and on the carbonyl carbon in the condensation. Thank you so much.

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Robinson annulation 7 years 1 month before #9641

Hello, when you split an alpha hydrogen from a carbonyl you form an enolate, with two resonant structures.
In one of them the charge is located on carbon (more unstable) and in the other it is located on oxygen (more stable). Take a look at this link: www.quimicaorganica.org/enolatos-y-enole...ion-de-enolatos.html

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Last Edition: by Germán Fernández .

Robinson annulation 7 years 1 month before #9643

Thanks Germán, you are a beast.

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