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À propos de : Totally Stereoselective Synthesis of 1,3-Disaccharides throughDiels−Alder Reactions        

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  • Totally Stereoselective Synthesis of 1,3-Disaccharides throughDiels−Alder Reactions
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  • A nonclassical, totally stereoselective synthesis of orthogonally protected 1,3-disaccharides isreported. Enantiomerically pure β-keto-δ-lactones, efficiently obtained from glucal and galactal,are transformed into electron-poor heterodienes and chemo-, regio-, and stereoselectively cycloaddedto glycals as electron-rich dienophiles, to directly afford 2-thiodisaccharides. The reductive desulfurization of the latter smoothly gave the corresponding 2,2‘-dideoxydisaccharides.
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