Tetrahedron letters

Facile synthesis of 2′, 3′-unsaturated nucleosides from 2-deoxyribose

K Sujino, T Yoshida, H Sugimura

Index: Sujino, Keiko; Yoshida, Tomoyasu; Sugimura, Hideyuki Tetrahedron Letters, 1996 , vol. 37, # 34 p. 6133 - 6136

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Citation Number: 15

Abstract

A straightforward approach for the synthesis of 2′, 3′-unsaturated nucleosides starting from 2-deoxyribose is described. This novel route involves two new methods;(1) preparation of 2-deoxy-1-thioribofuranoside by direct condensation of 2-deoxyribose and thiophenol,(2) formation of the nucleoside skeleton by the direct coupling of 2, 3-unsaturated 1- thiopentofuranoside with pyrimidine bases.