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Bulletin of the Korean Chemical Society (BKCS)

ISSN 0253-2964(Print)
ISSN 1229-5949(Online)
Volume 15, Number 7
BKCSDE 15(7)
July 20, 1994 

A Facile Synthesis of p-Nitrophenyl Glycosides
Shinsook Yoon, Dong Sung Kim, Jeong E. Nam Shin*
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 α-and β-p-nitrophenyl mannopyranosides in 3 : 1 ratio. However, acetylated 2-azido-altropyranosyl chloride gave β-p-nitrophenyl altropyranoside only.
559 - 563
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