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. 2012 Sep 3;51(36):9152-5.
doi: 10.1002/anie.201204505. Epub 2012 Aug 9.

α-Selective organocatalytic synthesis of 2-deoxygalactosides

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α-Selective organocatalytic synthesis of 2-deoxygalactosides

Edward I Balmond et al. Angew Chem Int Ed Engl. .

Abstract

Alpha rules: A thiourea acts as an efficient organocatalyst for the glycosylation of protected galactals to form oligosaccharides containing a 2-deoxymonosaccharide moiety. The reaction is highly stereoselective for α-linkages and proceeds by way of a syn-addition mechanism.

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