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The Stork enamine reaction and the intramolecular aldol reaction can be carried out in
Chapter 23, Problem 23(choose chapter or problem)
The Stork enamine reaction and the intramolecular aldol reaction can be carried out in sequence to allow the synthesis of cyclohexenones. For example, reaction of the pyrrolidine enamine of cyclohexanone with 3-buten-2-one, followed by enamine hydrolysis and base treatment, yields the product indicated. Write each step, and show the mechanism of each.
Questions & Answers
QUESTION:
The Stork enamine reaction and the intramolecular aldol reaction can be carried out in sequence to allow the synthesis of cyclohexenones. For example, reaction of the pyrrolidine enamine of cyclohexanone with 3-buten-2-one, followed by enamine hydrolysis and base treatment, yields the product indicated. Write each step, and show the mechanism of each.
ANSWER:
Step 1 of 5
Stork enamine reaction
The Stork enamine reaction involves the addition of an enamine to an alpha-beta unsaturated carbonyl compound. Usually, the final product is 1,5 dicarbonyl compound.