Bulletin of the Chemical Society of Japan

Synthesis of 4-(Glycosyl) isoxazoline N-Oxides and Related Substances

E Kaji, H Ichikawa, S Zen

Index: Kaji,E. et al. Bulletin of the Chemical Society of Japan, 1979 , vol. 52, # 10 p. 2928 - 2932

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Citation Number: 5

Abstract

4-(Glycosyl) isoxazoline N-oxides were synthesized directly from aldehydo sugars by one- step cyclization with double mole of methyl nitroacetate in a satisfactory yield. 2, 3-O- Isopropylidene-D-glyceraldehyde reacted with methyl nitroacetate to give 4-(1, 2-O- isopropylidene-D-glycero-dihydroxyethyl)-3, 5-bis (methoxycarbonyl) isoxazoline N-oxide. The same treatment of 2, 3: 4, 5-di-O-isopropylidene-aldehydo-L-arabinose and penta-O- ...