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Synlett 1996; 1996(2): 173-174
DOI: 10.1055/s-1996-5340
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Reactions of (Diethylamino)Sulfur Trifluoride (DAST) with Methyl-5-O-Benzyl-β-D-arabino- and -xylo-furanosides

Igor A. Mikhailopulo* , Grigorii G. Sivets
  • *Institute of Bio-Organic Chemistry, Byelorussion Academy of Sciences, 220141 Minsk, Zhodinskaya 5/2, Byelorussia
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Publication Date:
31 December 2000 (online)

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Reaction of (diethylamino)sulfur trifluoride (DAST) with methyl-5-O-benzyl-β-D-arabinofuranoside (1) in CH2Cl2 at room temperature for 3-5 h, followed by silica gel column chromatography afforded ribo 2 and lyxo 3 fluorides in 41 and 21% yield, respectively. Under similar conditions with xylo-isomer 4 as starting material, epoxide 5 and ribo fluoride 6 were isolated in 33 and 36% yield, respectively.

fluorodeoxy pentofuranosides

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