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 β-keto ester, an enamine, or a β-diketone) and an α,β- unsaturated ketone acceptor. The product is a substituted 2- cyclohexenone derivative Draw the structures of the nucleophilic β-diketone and the α,β-unsaturated ketone acceptor that were combined ina Robinson annulation to give the following product:

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 β-keto ester, an enamine, or a β-diketone) and an α,β- unsaturated ketone acceptor. The product is a substituted 2- cyclohexenone derivative Draw the structures of the nucleophilic β-diketone and the α,β-unsaturated ketone acceptor that were combined ina Robinson annulation to give the following product:

Organic Chemistry

9th Edition

ISBN:9781305080485

Author:John E. McMurry

Publisher:John E. McMurry

Chapter21: Carboxylic Acid Derivatives: Nucleophilic Acyl Substitution Reactions

Section21.SE: Something Extra

Problem 81AP

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