Enamine Formation from Cyclopentanone and Pyrrolidine Cyclohexanone + N 1 H Pyrrolidine CH₂ SO₂H p-Toluenesulfonic acid N Enamine + H₂O

Organic Chemistry
8th Edition
ISBN:9781305580350
Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Publisher:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Chapter23: Amines
Section: Chapter Questions
Problem 23.29P
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Draw the curved arrow mechanism to explain the product formation for the following reactions, show how the reaction is catalytic and name all components.

Enamine Formation from Cyclopentanone and Pyrrolidine
0°.Q.
+
Cyclohexanone
H
Pyrrolidine
CH37
SO₂H
p-Toluenesulfonic acid
Enamine
+ H₂O
Transcribed Image Text:Enamine Formation from Cyclopentanone and Pyrrolidine 0°.Q. + Cyclohexanone H Pyrrolidine CH37 SO₂H p-Toluenesulfonic acid Enamine + H₂O
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