UTILITY OF GLYCOSYL PHOSPHITES AS GLYCOSYL DONORS - FRUCTOFURANOSYL AND 2-DEOXYHEXOPYRANOSYL PHOSPHITES IN GLYCOSIDE BOND FORMATION

被引:71
作者
MULLER, T
SCHNEIDER, R
SCHMIDT, RR
机构
[1] Fakultät Chemie, Universität Konstanz, D-78434 Konstanz
关键词
D O I
10.1016/S0040-4039(00)76961-9
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The discussion of the ease of generating glycosyl donor properties in the important sugar categories (aldoses, ketoses, deoxy sugars, sugar uronates, and 3-deoxy-2-glyculosonates) implies that phosphites of ketoses and deoxy sugars, respectively, should be valuable donors. This is exhibited for fructofuranosyl phosphite 2 and for 2-deoxyhexopyranosyl phosphites 14a,b which are readily available and generally provide disaccharides in high yields.
引用
收藏
页码:4763 / 4766
页数:4
相关论文
共 35 条
[1]   GLYCOSYLATION BY DEUTERIUM-FRUCTOFURANOSE THIO-ORTHOESTERS [J].
BACKINOWSKY, LV ;
BALAN, NF ;
BETANELI, VI ;
KOCHETKOV, NK .
CARBOHYDRATE RESEARCH, 1982, 99 (02) :189-193
[2]  
BOMMER R, 1990, THESIS U KONSTANZ
[3]   DERIVATIZATION OF 1,3,4,6-TETRA-O-BENZOYL-ALPHA-D-FRUCTOFURANOSE AT THE ANOMERIC SITE - O-ALKYLATION, O-ACYLATION, O-ARYLATION, AMINATION AND SELENATION REACTIONS [J].
BOUALI, A ;
DESCOTES, G ;
EWING, DF ;
GROUILLER, A ;
LEFKIDOU, J ;
LESPINASSE, AD ;
MACKENZIE, G .
JOURNAL OF CARBOHYDRATE CHEMISTRY, 1992, 11 (02) :159-169
[4]  
CHAMBERT R, 1984, CARBOHYD RES, V130, P299
[5]   TOTAL SYNTHESIS OF (+/-)-PAEONIFLORIGENIN AND PAEONIFLORIN [J].
COREY, EJ ;
WU, YJ .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1993, 115 (19) :8871-8872
[6]  
GAREGG PJ, 1982, CARBOHYD RES, V108, P97
[7]  
HESKAMP BM, 1992, SYNLETT, P713
[8]   Condensation of glucose and fructose synthesis of an iso-sucrose [J].
Irvine, JC ;
Oldham, JWH ;
Skinner, AF .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1929, 51 (1-4) :1279-1293
[9]  
JUNG KH, 1989, LIEBIGS ANN CHEM, P1099
[10]  
KLEMER A, 1972, TETRAHEDRON LETT, P3315