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Sugar-derived cyclic imines: one-pot synthesis and direct functionalization |
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| Authors: | Piotr Szcześniak Sebastian SteckoOlga Staszewska-Krajewska Bartłomiej Furman |
| Affiliation: | Institute of Organic Chemistry, Polish Academy of Sciences, Kasprzaka 44/52, 01-224 Warsaw, Poland |
| Abstract: | A simple method for the synthesis of sugar-derived imines by a Schwartz's reagent reduction of easily available sugar lactams has been described. A direct addition of nucleophiles to the generated in situ cyclic imines and subsequent deprotection of hydroxyl function allows to convert sugar lactams in polyhydroxylated pyrrolidines and piperidines. |
| Keywords: | Imines Activation of amides Pyrrolizidines Sugar-derived lactams Iminosugars |
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