The dicarbonyl precursor used for preparing the compound represented by the model in an intramolecular aldol reaction is to be identified. Concept introduction: In intramolecular aldol reaction rections dicarbonyl compounds react with a base to yield a cyclic product. In these reactions both the nucleophilic carbonyl anion donor and the electrophilic carbonyl acceptor are present in the same molecule. The mechanism is similar to intermolecular aldol condensation. To identify: The dicarbonyl precursor used for preparing the compound represented by the model in an intramolecular aldol reaction.

Question

Plan the synthesis of the following compound using the starting material provided and any other reagents needed as long as carbon based reagents have 3 carbons or less. Either the retrosynthesis or the forward synthesis (mechanisms are not required but will be graded if provided) will be accepted if all necessary reagents and intermediates are shown (solvents and temperature requirements are not needed unless specifically involved in the reaction, i.e. DMSO in the Swem oxidation or heat in the KMnO4 oxidation). There may be more than one correct answer, and chemically correct steps will be accepted. Extra points will be given if correct names are provided. The points earned here will be applied to your lowest exam score! H H

Answer 1

Question

Chapter 23.SE, Problem 25VC

Interpretation Introduction

Interpretation:

The dicarbonyl precursor used for preparing the compound represented by the model in an intramolecular aldol reaction is to be identified.

Concept introduction:

In intramolecular aldol reaction rections dicarbonyl compounds react with a base to yield a cyclic product. In these reactions both the nucleophilic carbonyl anion donor and the electrophilic carbonyl acceptor are present in the same molecule. The mechanism is similar to intermolecular aldol condensation.

To identify:

The dicarbonyl precursor used for preparing the compound represented by the model in an intramolecular aldol reaction.

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