In the presence of an appropriate base, esters undergo self-condensation to afford the corresponding B-ketoesters as shown below. Explain in detail using reaction schemes (not mechanisms) why route C and not routes A and B would lead to the expected product. 2 x Ethyl acetate A: NaOH(aq) B: OMe- C: OEt- Eto CH3

In the presence of an appropriate base, esters undergo self-condensation to afford the corresponding B-ketoesters as shown below. Explain in detail using reaction schemes (not mechanisms) why route C and not routes A and B would lead to the expected product. 2 x Ethyl acetate A: NaOH(aq) B: OMe- C: OEt- Eto CH3

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

Chapter18: Functional Derivatives Of Carboxylic Acids

Section: Chapter Questions

Problem 18.38P: A step in a synthesis of PGE1 (prostaglandin E1, alprostadil) is the reaction of a trisubstituted...

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