The Stork reaction is a condensation reaction between an enamine donor and an a,ß-unsaturated carbonyl acceptor. The overall reaction consists of a three-step sequence of 1. formation of an enamine from a ketone, 2. Michael addition to an a,ß-unsaturated carbonyl compound, and 3. hydrolysis of the enamine in dilute acid to regenerate the ketone. Consider the Stork reaction between cyclohexanone and ethyl propenoate. 1 Draw the structure of the product of the enamine formed between cyclohexanone and morpholine. 8 O ✪ Sn [F

Organic Chemistry
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Chapter19: Enolate Anions And Enamines
Section: Chapter Questions
Problem 19.57P
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The Stork reaction is a condensation reaction between an enamine donor and an a,ß-unsaturated carbonyl acceptor. The overall reaction consists of a
three-step sequence of
1. formation of an enamine from a ketone,
2. Michael addition to an a,ß-unsaturated carbonyl compound, and
3. hydrolysis of the enamine in dilute acid to regenerate the ketone.
Consider the Stork reaction between cyclohexanone and ethyl propenoate.
1 Draw the structure of the product of the enamine formed between cyclohexanone and morpholine.
Transcribed Image Text:The Stork reaction is a condensation reaction between an enamine donor and an a,ß-unsaturated carbonyl acceptor. The overall reaction consists of a three-step sequence of 1. formation of an enamine from a ketone, 2. Michael addition to an a,ß-unsaturated carbonyl compound, and 3. hydrolysis of the enamine in dilute acid to regenerate the ketone. Consider the Stork reaction between cyclohexanone and ethyl propenoate. 1 Draw the structure of the product of the enamine formed between cyclohexanone and morpholine.
The Stork reaction is a condensation reaction between an enamine donor and an a,ß-unsaturated carbonyl acceptor. The overall reaction consists of a
three-step sequence of
1. formation of an enamine from a ketone,
2. Michael addition to an a,ß-unsaturated carbonyl compound, and
3. hydrolysis of the enamine in dilute acid to regenerate the ketone.
Consider the Stork reaction between acetophenone and propenal.
1 Draw the structure of the product of the enamine formed between acetophenone and morpholine.
90-85
?
Transcribed Image Text:The Stork reaction is a condensation reaction between an enamine donor and an a,ß-unsaturated carbonyl acceptor. The overall reaction consists of a three-step sequence of 1. formation of an enamine from a ketone, 2. Michael addition to an a,ß-unsaturated carbonyl compound, and 3. hydrolysis of the enamine in dilute acid to regenerate the ketone. Consider the Stork reaction between acetophenone and propenal. 1 Draw the structure of the product of the enamine formed between acetophenone and morpholine. 90-85 ?
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