Question

Draw the structure of the two neutral reactants required to form the product shown below.

The Robinson annulation involves two sequential reactions, a Michael addition and an aldol condensation, resulting in the formation of a cyclohexenone derivative.Draw the structure of the two neutral reactants required to form the product shown below.

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Answer #1

The starting materials that are used for the formation of given product are pent-3-en-2-one and pentan-3-one.

Place the alpha carbon atom of the compound that becomes enolate next to the beta carbon atom of the alpha, beta unsaturated carbonyl compound. Then join the carbon atoms together as shown.

First the base removes the most acidic proton from the compound, pentan-3-one and forms an enolate ion. Now conjugate addition to the beta carbon of pent-3-en-2-one forms a new C-C bond and a resonance stabilized enolate followed by the protonation gives dicarbonyl compound. Next intramolecular aldol condensation takes place and forms the desired product.

The structures of two neutral reactants are as follows:

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answered by: chemistry_master
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