Propose two syntheses of 4-phenyl-2-pentanone, each involving conjugate addition of a lithium diorganocopper reagent.

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
Chapter19: Enolate Anions And Enamines
Section19.3: Claisen And Dieckmann Condensations
Problem 19.6P
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Propose two syntheses of 4-phenyl-2-pentanone, each involving conjugate addition of a lithium diorganocopper reagent.

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Step 1

The product given is 4-phenyl-2-pentanone. 
Gilman reagent is an organo copper lithium reagent which is used to form a carbon-carbon bond. 
The two way by which 4-phenyl-2-pentanone can be formed using the help of Gilman reagent is shown below:

First method:

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