Synthesis of novel deoxy λ 5 phospha sugar nucleosides: 1, 3-dipolar cycloaddition of an azidophospholane with alkynes

M Yamashita, PM Reddy, Y Kato, VK Reddy…

Index: Yamashita, Mitsuji; Mallikarjuna Reddy, Putta; Kato, Yukihiro; Krishna Reddy, Valluru; Suzuki, Kazumitsu; Oshikawa, Tatsuo Carbohydrate Research, 2001 , vol. 336, # 4 p. 257 - 270

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Citation Number: 14

Abstract

Several novel phospha sugar nucleosides, analogs of normal sugar nucleosides, were synthesized from a phospholene 1-oxide derivative. Bromination of a phospholene precursor in aqueous organic medium gave regio diastereomers, the threo and erythro bromohydrins 3 (1-bromo-1, 3, 4-trideoxy-1, 4-C-[(R, S)-phenylphosphinylidene]-glycero- tetrofuranose). Further substitution of the threo isomer 3a with sodium azide led to its ...

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