Bulletin of the Korean Chemical Society

Korean Chemical Society (대한화학회)
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A Facile Synthesis of p-Nitrophenyl Glycosides

  • Published : 1994.07.20
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Abstract

Glycosylation of benzoylated glycosyl halides of glucose, galactose and mannose with potassium p-nitrophenoxide and 18-crown-6 complex in chloroform resulted in the stereospecific formation of 1,2-trans p-nitrophenyl glycopyranosides in good yields. The same reaction with benzylated mannopyranosyl chloride gave the ${\alpha}-and\;{\beta}-p-nitrophenyl$ mannopyranosides in 3 : 1 ratio. However, acetylated 2-azido-altropyranosyl chloride gave ${\beta}-p-nitrophenyl$ altropyranoside only.

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