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- W1520697005 abstract "Treatment of methyl 2, 3, 4, -tri-O-benzoyl-6-deoxy-6-iodo-α-D-mannopyranoside (1) or methyl 4-O-acetyl-2, 3-di-O-benzoyl-6-deoxy-6-iodo-α-D-allopyranoside (11) with silver fiuoride in pyridine gave the corresponding D-lyxo- (2) or D-ribo-hex-5-enoside (12), respectively. Catalytic hydrogenation of these 5-enosides yielded preferentially the 6-deoxy-L-gulo derivative (4) from the D-lyxo-5-enoside (2) and the 6-deoxy-L-talo derivative (14) from the D-ribo-5-enoside (12). Zemplen deacylation followed by acid hydrolysis of the acylated glycosides afforded 6-deoxy-L-gulose and 6-deoxy-L-talose. The product ratios upon hydrogenation of the 5-enoside derivatives with several kinds of catalysts were measured by high-performance liquid chromatography and results are summarized in Tables I and II. The proton and carbon-13 nuclear magnetic resonance spectral data of the products are also discussed." @default.
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- W1520697005 date "1986-01-01" @default.
- W1520697005 modified "2023-10-05" @default.
- W1520697005 title "New syntheses of 6-deoxy-L-gulose and 6-deoxy-L-talose." @default.
- W1520697005 doi "https://doi.org/10.1248/cpb.34.4037" @default.
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