olThe conjugate addition of an alkyl group to an a,ß-unsaturated ketone is one of the more useful 1,4-addition reactions, just as direct addition of a Grignard reagent is one of the more useful 1,2-additionreactions. Conjugate addition occurs via the use of a lithium dialkylcopper reagent, also called a Gilman reagent. The mechanism is thought to involve the addition of the dialkylcopper anion to the B-carbon to give a copper-containing intermediate. Transfer of an alkyl group to carbon and release of a neutral alkylcopper species completes the reaction.Draw curved arrows to show the movement of electrons in this step of the mechanism.Arrow-pushing InstructionsسلمNOC XTPh:0:CH₂1. (CH3CH₂)2CuLi2. H₂O*CH₂CH3CuCH₂CH3PhCuCH3CH₂CH3CH₂CH38a

Gilman's reagent, named after American chemist Henry Gilman, refers to organocopper compounds that…

Answered: Draw curved arrows to show the movement…

Draw curved arrows to show the movement of electrons in this step of the mechanism. Arrow-pushing Instructions Ph :0: →XII CH₂ CH₂CH3 :Cu CH₂CH3 Ph Cu CH₂CH3 CH₂CH3

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

Chapter16: Aldehydes And Ketones

Section: Chapter Questions

Problem 16.69P

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ol
The conjugate addition of an alkyl group to an a,ß-unsaturated ketone is one of the more useful 1,4-addition reactions, just as direct addition of a Grignard reagent is one of the more useful 1,2-addition
reactions. Conjugate addition occurs via the use of a lithium dialkylcopper reagent, also called a Gilman reagent. The mechanism is thought to involve the addition of the dialkylcopper anion to the B-
carbon to give a copper-containing intermediate. Transfer of an alkyl group to carbon and release of a neutral alkylcopper species completes the reaction.
Draw curved arrows to show the movement of electrons in this step of the mechanism.
Arrow-pushing Instructions
سلم
NOC XT
Ph
:0:
CH₂
1. (CH3CH₂)2CuLi
2. H₂O*
CH₂CH3
Cu
CH₂CH3
Ph
Cu
CH3
CH₂CH3
CH₂CH3
8a

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