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- W2609916897 abstract "Regioselective C-6 or C-2 substitution of (S)-nicotine was accomplished via lithiation using n-BuLi/LiDMAE or LiTMP, respectively. Although the first reaction proceeds in variable yields as a function of the electrophile used, the latter provides consistently excellent yields. C-6 regioselectivity is presumably dictated by the coordination of the bulky LIDMAE complex away from the more hindered C-2 position. The use of LIDMAE on C-2 lithiations of pyridines has been previously reported by Fort et al. (J. Org. Chem. 2002, 67, 234-237)." @default.
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- W2609916897 date "2006-01-23" @default.
- W2609916897 modified "2023-09-26" @default.
- W2609916897 title "Regioselective Lithiation of (S)-Nicotine" @default.
- W2609916897 doi "https://doi.org/10.1055/s-2005-924826" @default.
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