Carbohydrate Research

Stereoselective synthesis of 2-thioglycosides of N-acetylneuraminic acid

A Marra, P Sinaÿ

Index: Marra, Alberto; Sinay, Pierre Carbohydrate Research, 1989 , vol. 187, p. 35 - 42

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Citation Number: 203

Abstract

Abstract Treatment of methyl 5-acetamido-2, 4, 7, 8, 9-penta-O-acetyl-3, 5-dideoxy-β-d- glycero-d-galacto-2-nonulopyranosonate (1) severally with thiophenol, phenylmethanethiol, and ethanethiol in the presence of boron trifluoride etherate gave the corresponding 2-thio-β- glycosides 3–5. Treatment of methyl (5-acetamido-4, 7, 8, 9-tetra-O-acetyl-3, 5-dideoxy-β-d- glycero-d-galacto-2-nonulopyranosyl chloride) onate (2) severally with thiophenol in the ...

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