Chapter 23: Q43E (page 783)
The following reaction involves an intramolecular aldol reaction followed by a retroaldol-like reaction. Write both steps, and show their mechanisms.

Short Answer
The product is formed by aldol reaction.
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Chapter 23: Q43E (page 783)
The following reaction involves an intramolecular aldol reaction followed by a retroaldol-like reaction. Write both steps, and show their mechanisms.

The product is formed by aldol reaction.
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Intramolecular aldol cyclization of 2,5-heptanedione with aqueous NaOH yields a mixture of two enone products in the approximate ratio 9;1. Write their structures, and show how each is formed.
The following reaction involves a hydrolysis followed by an intramolecular nucleophilic acyl substitution reaction. Write both steps, and show their mechanisms.

The first step in the citric acid cycle of food metabolism is reaction of oxaloacetate with acetyl CoA to give citrate. Propose a mechanism, using acid or base catalysis as needed.

What ketones or aldehydes might the following enones have been prepared from by aldol reaction?

As shown in Figures 23-4, the Claisen reaction is reversible. That is, a饾泝-keto ester can be cleaved by base into two fragments. Using curved arrows to indicate electron flow, show the mechanism by which this cleavage occurs.

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