The Robinson annulation is a combination of two carbonyl coupling reactions, the Michael reaction and the intramolecular aldol condensation. The most common partners in the reaction are a nucleophilic donor (such as a cyclic ketone, a ß-keto ester, an enamine, or a ß-diketone) and an a,ß-unsaturated ketone acceptor. The product is a substituted 2-cyclohexenone derivative. ud OEt The above reaction between a ß-keto ester and an a,ß-unsaturated ketone yields a product containing a 2- cyclohexenone ring. One of the steps of this reaction follows. Draw curved arrows to show the movement of electrons in this step of the mechanism. Arrow-pushing Instructions ANC↔XT H OEt CO₂Et EtO: OEt EtOH

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The Robinson annulation is a combination of two carbonyl coupling reactions, the Michael reaction and the
intramolecular aldol condensation. The most common partners in the reaction are a nucleophilic donor (such
as a cyclic ketone, a ß-keto ester, an enamine, or a ß-diketone) and an a,ß-unsaturated ketone acceptor. The
product is a substituted 2-cyclohexenone derivative.
il
The above reaction between a ß-keto ester and an a,ß-unsaturated ketone yields a product containing a 2-
cyclohexenone ring. One of the steps of this reaction follows.
Draw curved arrows to show the movement of electrons in this step of the mechanism.
Arrow-pushing Instructions
AC↔XT
я
OEt
-I
H
OEt
CO₂Et
Eto:
يز
OEt
EtOH
Transcribed Image Text:The Robinson annulation is a combination of two carbonyl coupling reactions, the Michael reaction and the intramolecular aldol condensation. The most common partners in the reaction are a nucleophilic donor (such as a cyclic ketone, a ß-keto ester, an enamine, or a ß-diketone) and an a,ß-unsaturated ketone acceptor. The product is a substituted 2-cyclohexenone derivative. il The above reaction between a ß-keto ester and an a,ß-unsaturated ketone yields a product containing a 2- cyclohexenone ring. One of the steps of this reaction follows. Draw curved arrows to show the movement of electrons in this step of the mechanism. Arrow-pushing Instructions AC↔XT я OEt -I H OEt CO₂Et Eto: يز OEt EtOH
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