Volume 26, Issue 9
Natural Products
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ChemInform Abstract: Stereoselective Syntheses of α-D- and β-D-Ribofuranosides Catalyzed by the Combined Use of Silver Salts and Their Partners.

N. SHIMOMURA

N. SHIMOMURA

Dep. Appl. Chem., Fac. Sci., Sci. Univ. Tokyo, Shinjuku, Tokyo 162, Japan

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T. MUKAIYAMA

T. MUKAIYAMA

Dep. Appl. Chem., Fac. Sci., Sci. Univ. Tokyo, Shinjuku, Tokyo 162, Japan

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First published: February 28, 1995

Abstract

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ChemInform Abstract

α-D-Ribofuranosides of type (III) are stereoselectively synthesized in high yields from the D-ribofuranose derivative (I) and trimethylsilylated nucleophiles such as (II) by use of AgClO4 in the coexistence of LiClO4. β-D-Ribofuranosides of type (IV) are prepared predominantly in high yields by the reaction of (I) with trimethylsilylated nucleophiles or of 2,3,5-tri-O-benzyl-D- ribofuranose with free alcohols by using Ph2SnS/Ag salt or Lawesson reagent/Ag salt combined catalyst system.

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