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• W2113458635 abstract "The development of a new method for the stereoselective synthesis of α-2-deoxy-2-amino glycosides is described. This methodology relies on the nature of the cationic nickel catalyst, generated in situ from LnNiCl2 and AgOTf, to direct the anomeric stereoselectivity. The new glycosylation reaction is highly α-selective and proceeds under mild conditions with 5−10 mol % of the nickel catalyst loading at ambient temperature. This new method has been applied to both d-glucosamine and galactosamine trichloroacetimidate donors as well as an array of primary, secondary, and tertiary alcohol nucleophiles to provide the desired glycoconjugates in good yields with excellent α-selectivity. Mechanistic studies of the present reaction are underway and will be reported in due course." @default.
• W2113458635 created "2016-06-24" @default.
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• W2113458635 date "2009-06-04" @default.
• W2113458635 modified "2023-10-17" @default.
• W2113458635 title "Nickel-Catalyzed Stereoselective Formation of α-2-Deoxy-2-Amino Glycosides" @default.
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• W2113458635 doi "https://doi.org/10.1021/ja903123b" @default.
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