Helvetica chimica acta

Aldonhydroximo??lactones. Preparation and Determination of Configuration

D Beer, A Vasella

Index: Beer, Dieter; Vasella, Andrea Helvetica Chimica Acta, 1985 , vol. 68, p. 2254 - 2274

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Citation Number: 51

Abstract

Abstract The syntheses of the unprotected,(Z)-configurated hexon-and pentonhydroximo- lactones 2a–12a by oxidation of D-glucose, cellobiose, D-galactose, D-mannose, 2- acetamido-2-deoxy-D-glucose, D-ribose, and D-arabinose oxime with MnO 2, Hg (OAc) 2, or O 2 in the presence of Cu 2 Cl 2/pyridine are described. An (E/Z)-pair of protected hydroximo- lactones 14 and 15 was obtained by oxidation of the diisopropylidene-D-mannose oxime ...