Tetrahedron letters

Unique reactivity of a 1, 4-dilithiobutadiene with methyl iodide

PF Hudrlik, D Dai, AM Hudrlik

文献索引：Hudrlik, Paul F.; Dai, Donghua; Hudrlik, Anne M. Tetrahedron Letters, 2006 , vol. 47, # 20 p. 3427 - 3430

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被引用次数: 3

摘要

Reactions of 1, 4-dilithiobutadiene 5 with MeI in THF gave predominantly methyl iododiene 6. Monolithio monoiodo intermediate 8 was shown not to be involved in the formation of 6, but the results were consistent with the involvement of monolithio monomethyl intermediate 11, which could lead to 6 by metal–halogen exchange. Several other lithioalkenes also reacted with MeI to give alkenyl iodides.