Chapter 22: Q67P-C (page 1204)
Question:Show how you would use the Robinson annulation to synthesize the following compounds.

Short Answer
Answer
The starting reactants will be:

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Chapter 22: Q67P-C (page 1204)
Question:Show how you would use the Robinson annulation to synthesize the following compounds.

Answer
The starting reactants will be:

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Acid-catalyzed halogenation is synthetically useful for converting ketones to α,β-unsaturated ketones, which are useful in Michael reactions (Section 22-18). Propose a method for converting cyclohexanone to cyclohex-2-en-1-one, an important synthetic starting material.

The Knoevenagel condensation is a special case of the aldol condensation in which an active methylene compound reacts with an aldehyde or ketone, in the presence of a secondary amine as a basic catalyst, to produce a new C=C. Show the starting materials that made each of these by a Knoevenagel condensation.

Show how octane-2,7-dione might cyclize to a cycloheptenone. Explain why ring closure to the cycloheptenone is not favored.
The Knoevenagel condensation is a special case of the aldol condensation in which an active methylene compound reacts with an aldehyde or ketone, in the presence of a secondary amine as a basic catalyst, to produce a new C=C. Show the starting materials that made each of these by a Knoevenagel condensation.

Propose a mechanism for the following reaction. Show the structure of the compound that results from hydrolysis and decarboxylation of the product.

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