Tetrahedron

Synthesis of 1-Deoxy-4-thio-D-ribose starting from Thiophene-2-carboxylic acid

HJ Altenbach, DJ Brauer, GF Merhof

Index: Altenbach, Hans-Josef; Brauer, David J.; Merhof, Gerd F. Tetrahedron, 1997 , vol. 53, # 17 p. 6019 - 6026

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Citation Number: 13

Abstract

The replacement of the ring oxygen of a pyranose or furanose system by sulfur[1] leads to sugar analogues, commonly called thiasugars,[2] which often exhibit interesting biological activities. Whereas numerous different synthetic routes to 5-thiopyranoses are well established,[3] easy and flexible approaches to 4-thiofuranose systems are still needed because such compounds could be used as sugar mimics, for instance, in nucleoside analogues. ...