Carbohydrate Chemistry Volume 32 by R J Ferrier, R Blattner, O McDonald, R H Furneaux, P C

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By R J Ferrier, R Blattner, O McDonald, R H Furneaux, P C Tyler, R H Wightman, K Clinch, J M Gardiner, R A Field, K P R Kartha, D M G Tilbrook

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X. Z. Fang, Mikrochim. Acta, 1998, 128, 1 19 (Chem. M. J. Haymet, J. Phys. Chem. B, 1998, 102, 5341 (Chem. , 1998, 129, 136 378). J. Schwartz and R. Ignash, Latv. Kim. , 1997, 66 (Chem. , 1998, 128, 13 378). Y. Li, C. Li and S. Guo, Human Ligong Daxue Xuebao Ziran Kexueban, 1997,25,7 (Chem. , 1998, 128,270 782). B. J. G. C. Perez, Afinidad, 1998, 55, 51 (Chem. , 1998,128,321 812). P. Hadwiger, A. Lechner and A. Stiitz, J. Carbohydr. , 1198,17,241. P. Hadwiger and A. Stutz, J, Carbohydr. , 1198,17, 1259.

24 Two papers have appeared on the iodoacetoxylation of glycal derivatives and hence the production of 2-deoxyglycosides. 26Similar additions have been effected by use of polymersupported SeBr or SeNPhth reagents in the presence of alcohols, followed again by radical reductions to develop the 2-deoxy Epoxidation of alkene 4 (Vol. 26, Chapter 3, ref. 148), followed by alcoholysis of the spiroepoxide using ZnCl2 as catalyst, gives only the a-glycosides 5 which may be readily converted to KDO glycosides.

214 a-~-GalNH2-( 1+4)-~-Galwas made for inhibition studies of the binding of the pilus protein of E. *19 - ' I . 7 Reducing deoxyglycosyl disaccharides. 230An alternative approach to the same type of a-linked disaccharide involves the use of 3,4,6-tri-O-benzyl-2-0thiobenzoyl-a-D-glucopyranosyl trichloroacetimidate (or the corresponding mannosyl derivative) with TmsOTf-catalysed coupling followed by radical reduction of the thioester group. 23 0therwise, S-(2-deoxyglycosy1)phospho rodithio ates, activated with AgC104, give a-products with good yields and selectivity in the (2-deoxy) D-glucose, D-galactose and L-fucose series.

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