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ChemInform Abstract: Stereocontrolled Synthesis of α-C-Galactosamine Derivatives Promoted by Samarium Diiodide: An Example of Chelation-Controlled C- Glycosylation.

✍ Scribed by D. URBAN; T. SKRYDSTRUP; C. RICHE; A. CHIARONI; J.-M. BEAU

Book ID: 112040833
Publisher: John Wiley and Sons
Year: 2010
Weight: 34 KB
Volume: 27
Category: Article
ISSN: 0931-7597
DOI: 10.1002/chin.199648235

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ChemInform Abstract: Stereocontrolled Sy

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ChemInform Abstract: Samarium Diiodide Promoted C-Glycosylation: An Application to the Stereospecific Synthesis of α-1,2-C-Mannobioside and Its Derivatives.

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The synthesis of the C-glycoside analogue of the disaccharide Man-(a1 32)Man has been achieved in a highly stereoselective and efficient manner employing an approach which closely parallels O-glycoside synthesis. The key step included the samarium diiodide reduction of mannosyl pyridylsulfone 18 in

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## Abstract Optimized conditions are elaborated for the diastereoselective preparation of the target compounds.

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