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 propenal. 1 Draw the structure of the product of the enamine formed between cyclohexanone and pyrrolidine.

Organic Chemistry: A Guided Inquiry
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ISBN:9780618974122
Author:Andrei Straumanis
Publisher:Andrei Straumanis
Chapter23: Addition To A Carbonyl
Section: Chapter Questions
Problem 16E
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3 Draw the structure of the final product.
N
• Draw only the adduct, do not draw the amine.
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Transcribed Image Text:3 Draw the structure of the final product. N • Draw only the adduct, do not draw the amine. TAYY ? ChemDoodle Ⓡ
This question has multiple parts. Work all the parts to get the most points.
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 propenal.
1 Draw the structure of the product of the enamine formed between cyclohexanone and pyrrolidine.
TAYY
{
n [F
?
ChemDoodle
Previous
Next
Transcribed Image Text:This question has multiple parts. Work all the parts to get the most points. 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 propenal. 1 Draw the structure of the product of the enamine formed between cyclohexanone and pyrrolidine. TAYY { n [F ? ChemDoodle Previous Next
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