Journal of Organic Chemistry p. 3993 - 3996 (1986)
Update date:2022-08-10
Topics:
Kjonaas, Richard A.
Vawter, Edward J.
The reaction of α,β-unsaturated ketones with a THF solution RMgX (3 mol equiv) and ZnCl2*TMEDA (1 mol equiv) followed by NH4Cl gave 1,4-addition products.The products were contaminated by 1,2-addition products when R = Ph and Me but were essentially free of those compounds when R = n-Bu or i-Pr.The yields were highest when X = Cl.Thus the reaction of 2-cyclohexen-1-one with a solution of n-BuMgCl and ZnCl2*TMEDA gave 3-n-butylcyclohexanone (1) in 96percent yield.
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