Chemistry Letters

Stereoselectivity in the coupling reaction between 2-phenylthio-2, 3-dideoxyribose and silylated pyrimidine bases.

H Kawakami, T Ebata, K Koseki, H Matsushita…

Index: Kawakami, Hiroshi; Ebata, Takashi; Koseki, Koshi; Matsushita, Hajime; Naoi, Yoshitake; Itoh, Kazuo Chemistry Letters, 1990 ,  # 8  p. 1459 - 1462

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Citation Number: 23

Abstract

Coupling reaction between 2-α-phenylthio-2, 3-dideoxyribose and silylated pyrimidine bases in the presence of SnCl 4 proceeded stereoselectively to give the β-anomers. These nucleosides were converted to 2′, 3′-dideoxy-2′, 3′-didehydronucleosides by oxidation followed by thermal elimination.

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