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À propos de : Lithiation of 2-Heterosubstituted Pyridines with BuLi−LiDMAE: Evidence for Regiospecificity at C-6        

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  • Lithiation of 2-Heterosubstituted Pyridines with BuLi−LiDMAE: Evidence for Regiospecificity at C-6
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  • The determination of the initial deprotonation site of 2-chloro- and 2-methoxypyridine duringreaction with BuLi−LiDMAE has been investigated. A series of experiments on deuteratedregioisomers revealed a direct lithiation at C-6 excluding a potential first classical ortholithiationand lithium equilibration in the reaction medium. These results suggested that the formation oflithium aggregates at the neighboring of the pyridinic nitrogen atom favored BuLi delivery at C-6as well as 6-lithio intermediate stabilization.
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