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- W2008465819 abstract "In the synthesis of glycosyl derivatives of 4-carbamoylimidazolium-5-olate (2) by the silyl-Hilbert-Johnson method using trimethylsilyl trifluoromethanesulfonate as catalyst, we obtained N-3 nucleosides 5 as major products and N-1,N-bis-nucleosides 6 as minor ones. The desired N-1 nucleosides 4 were isolated in only low yields. However, the yields of 4 were improved by adding ca. One equivalent of stannic chloride to the silylated 4-carbamoylimidazolium-5-olate (3). On the basis of nuclear magnetic resonance (13C and 29Si) and ultraviolet spectroscopic studies, we verify the formation of σ-complexes between the silylated base 3 and the Lewis acid (stannic chloride or trimethylsilyl trifluoromethanesulfonate), and the propose the structures of these complexes and the reaction mechanism." @default.
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- W2008465819 date "1984-03-01" @default.
- W2008465819 modified "2023-10-09" @default.
- W2008465819 title "Studies on imidazole derivatives and related compounds.<b>3</b>. Regioselective glycosylation of 4-carbamoylimidazolium-5-olate" @default.
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- W2008465819 doi "https://doi.org/10.1002/jhet.5570210253" @default.
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