The Mechanism of Organocuprate 1, 4-Addition Reactions with. alpha.,. beta.-Unsaturated Ketones: Formation of Cuprate-Enone Complexes with Lithium …

AS Vellekoop, RAJ Smith

Index: Vellekoop, A. Samuel; Smith, Robin A. J. Journal of the American Chemical Society, 1994 , vol. 116, # 7 p. 2902 - 2913

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Citation Number: 63

Abstract

Abstract: Colored complexes can be obtained from some enones on addition to ethereal Me2CuLi-LiI at-78 OC. The unreacted enone can be recovered from these mixtures in high yield by low-temperature protonation. When 2, 2, 5-trimethyl-4-hexen-3-one was added to MezCuLi-LiI at-80 OC, cuprateolefin and lithium4arbonyl complexes were formed and observed by I3C NMR. On warming this reaction solution to-55 OC, only the lithium+ ...