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- W2076112655 abstract "2,6-Anhydro-1-deoxy-1-nitroalditols were prepared in good yields by known procedures via addition of nitromethane to d-glucose, d-mannose, d-galactose, d-xylose, d-lyxose and l-arabinose, followed by a cyclization step in boiling water. In the case of d-ribose, a mixture of pyranoid and furanoid anhydroalditols was isolated by different methods in relatively poor yields, at variance with recent reports by other authors. Establishment of the stereochemical relations of the products from 1H-n.m.r. spectra of their acetates gave further insight into the diastereo-selectivity of the cyclization step. 2,6-Anhydro-1-desoxy-1-nitroalditole wurden in bekannter Weise in guten Ausbeuten über Nitromethanaddition an d-Glucose, d-Mannose, d-Galactose, d-Xylose, d-Lyxose und l-Arabinose mit nachfolgender Cyclisierung in kochendem Wasser dargestellt. Nur im Falle der untersuchten d-Ribose wurde in relativ geringer Ausbeute, verschiedenen Methoden folgend, ein Gemisch pyranoider und furanoider Anhydroalditole erhalten, was im Gegensatz zu jüngsten Berichten anderer Autoren steht. Die aus den 1H-N.m.r.-Spektren ihrer Acetate abgeleitete Stereochemie der erhaltenen Produkte ermöglichte weitere Einsichten in die im Cyclisierungsschritt beobachteten Diastereoselektivitäten." @default.
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- W2076112655 date "1987-07-01" @default.
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- W2076112655 title "Stereochemische aspekte in zusammenhang mit der synthese von 2,6-anhydro-1-desoxy-1-nitroalditolen" @default.
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- W2076112655 doi "https://doi.org/10.1016/0008-6215(87)80143-x" @default.
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