Alkenes from terminal epoxides using lithium 2, 2, 6, 6-tetramethylpiperidide and organolithiums or grignard reagents

DM Hodgson, MJ Fleming…

文献索引：Hodgson, David M.; Fleming, Matthew J.; Stanway, Steven J. Journal of the American Chemical Society, 2004 , vol. 126, # 39 p. 12250 - 12251

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被引用次数: 32

摘要

We recently reported the reaction of terminal epoxides with lithium 2,2,6,6-tetramethylpiperidide (LTMP), which proceeds through trapping of a trans-α-lithiated epoxide 2 5 with LTMP to give an enamine 3 (R 2 = tetramethylpiperidin-1-yl). 6 During this study we considered whether the presence of an organolithium might divert the chemistry to alkene synthesis. This could provide a solution to the limitations mentioned above, provided (i) α-lithiation of the epoxide by ...