Outline two ways in which 4-methyl-2-octanone can be prepared by conjugate addition of

Chapter 20, Problem 20.28

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Outline two ways in which 4-methyl-2-octanone can be prepared by conjugate addition of an organocuprate to an ,-unsaturated ketone. Sample Solution Mentally disconnect one of the bonds to the carbon so as to identify the group that comes from the lithium dialkycuprate. O O + 4-Methyl-2-octanone Disconnect this bond According to this disconnection, the butyl group is derived from lithium dibutylcuprate. A suitable preparation is O + LiCu(CH2CH2CH2CH3)2 1. diethyl ether 2. H2O O 3-Penten-2-one Lithium dibutylcuprate 4-Methyl-2-octanone Now see if you can identify the second possibility.

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