Journal of the American Chemical Society

… groups on the regiochemistry of formation and stereochemistry of alkylation and bromination of ketone lithium enolates. Evidence for lithium-arene coordination and …

GH Posner, CM Lentz

文献索引：Posner,G.H.; Lentz,C.M. Journal of the American Chemical Society, 1979 , vol. 101, # 4 p. 934 - 946

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被引用次数: 97

摘要

Abstract: A series of P-aryl-and/3-aralkylcyclopentanones and cyclohexanones and 5-tolyl-3- hexanone was studied in the presence of lithium diisopropylamide in THF at room temperature. Enolization occurred preferentially toward the aryl group, and the magnitude of this regioselectivity paralleled the? r-electron donaring ability of the aryl group: p- methoxyphenyl> phenyl> p-nitrophenyl. A critical lithium-arene T coordination, is ...