When 2-methylcyclohexanone is treated with pyrrolidine, two isomeric enamines areformed.H++ H,OH.A (85%)В (15%)Why is enamine A with the less substituted double bond the thermodynamicallyfavored product? (You will find it helpful to examine the models of these twoenamines.)

The reason for the less substituted double bond the enolate is more favoured product has to be…

Answered: When 2-methylcyclohexanone is treated…

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 23.72P

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When 2-methylcyclohexanone is treated with pyrrolidine, two isomeric enamines are formed. H+ + H,O H. A (85%) В (15%) Why is enamine A with the less substituted double bond the thermodynamically favored product? (You will find it helpful to examine the models of these two enamines.)