Studies on nucleosides and nucleotides. VIII. Preparation and reactions of triphenylphosphoranediylnucleosides.

J Kimura, K Yagi, H Suzuki, O Mitsunobu

Index: Kimura, Junji; Yagi, Kentaro; Suzuki, Hideyuki; Mitsunobu, Oyo Bulletin of the Chemical Society of Japan, 1980 , vol. 53, # 12 p. 3670 - 3677

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Citation Number: 24

Abstract

The reaction of uridine, N 4-benzoylcytidine, guanosine, and N 6-p-toluoyladenosine with diethyl azodicarboxylate and triphenylphosphine resulted in the formation of the corresponding 2′, 3′-O-(triphenylphosphoranediyl)-cyclonucleosides. On the other hand, adenosine afforded, under similar conditions, 3′, 5′-O-(triphenylphosphoranediyl) adenosine (19). The difference can be explained in terms of the acidity of base moieties of ...

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