Robert J. Farrier, S. Haines, G. Gainsford
1984
Citations
0
Influential Citations
4
Citations
Journal
Journal of The Chemical Society-perkin Transactions 1
Abstract
Photobromination of 1-O-acetyl-2,3,5,6-tetra-O-benzoyl-β-D-gluco- or -galacto-furanose with N-bromosuccinimide gives the title compound in good yield. This was characterised by X-ray diffraction analysis, and analogous products were obtained by use of N-bromophthalimide or N-bromoacetamide. Similar reaction of 1-O-acetyl-2,3,5-tri-O-benzoyl-β-D-ribofuranose, pentabenzoyladenosine, and 1,2,3,4-tetra-O-acetyl-β-D-xylopyranose gave no such products but, instead, the corresponding 4-, 4-, and 5-bromide, respectively.The title compound was efficiently converted into 1-O-acetyl-2,3,5,6-tetra-O-benzoyl-4-chloro-β-D-glucofuranose.