SYNTHESIS OF AZA-C-DISACCHARIDES - A NEW CLASS OF SUGAR MIMICS

被引:68
|
作者
JOHNSON, CR
MILLER, MW
GOLEBIOWSKI, A
SUNDRAM, H
KSEBATI, MB
机构
[1] Department of Chemistry, Wayne State University, Detroit
关键词
D O I
10.1016/0040-4039(94)88408-0
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Synthesis of a novel aza-C-disaccharide is described using a Suzuki coupling of the alkyl boron reagent 8 and vinyl bromide 7 as the key step.
引用
收藏
页码:8991 / 8994
页数:4
相关论文
共 50 条
  • [1] Synthesis and biological evaluation of aza-C-disaccharides: (1->6), (1->4), and (1->1) linked sugar mimics
    Johns, BA
    Pan, YT
    Elbein, AD
    Johnson, CR
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1997, 119 (21) : 4856 - 4865
  • [2] New synthesis of pyrrolidine homoazasugars via aminohomologation of furanoses and their use for the stereoselective synthesis of aza-C-disaccharides
    Dondoni, A
    Giovannini, PP
    Perrone, D
    JOURNAL OF ORGANIC CHEMISTRY, 2002, 67 (21): : 7203 - 7214
  • [3] Short and convergent synthesis of (1→3)-C-linked imino disaccharides (aza-C-disaccharides)
    Zhu, YH
    Vogel, P
    JOURNAL OF ORGANIC CHEMISTRY, 1999, 64 (02): : 666 - 669
  • [4] Synthesis of aza-C-disaccharides using cycloaddition reactions of a functionalized cyclic nitrone
    Duff, FJ
    Vivien, V
    Wightman, RH
    CHEMICAL COMMUNICATIONS, 2000, (21) : 2127 - 2128
  • [5] Synthesis of aza-C-disaccharides (dideoxyimino-alditols C-linked to monosaccharides) and analogues
    Robina, I
    Vogel, P
    SYNTHESIS-STUTTGART, 2005, (05): : 675 - 702
  • [6] Short and convergent synthesis of (1-&gt3)-C-linked imino disaccharides (aza-C-disaccharides)
    Zhu, Yao-Hua
    Vogel, Pierre
    Journal of Organic Chemistry, 1999, 64 (02):
  • [7] New access to aza-C-disaccharides by cycloadditions of pyrroline N-oxides to glycals
    Cardona, F
    Valenza, S
    Goti, A
    Brandi, A
    TETRAHEDRON LETTERS, 1997, 38 (46) : 8097 - 8100
  • [8] Convergent synthesis of pyrrolidine-based (1→6)- and (1→5)-aza-C-disaccharides
    Dondoni, A
    Giovannini, PP
    Marra, A
    TETRAHEDRON LETTERS, 2000, 41 (32) : 6195 - 6199
  • [9] Aza-C-disaccharides and analogs: Growth inhibitors of human glioblastoma and melanoma cells
    Vogel, P
    Gerber-Lemaire, S
    Fiaux, H
    Popowycz, F
    Favre, S
    Juillerat-Jeanneret, L
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2005, 230 : U666 - U667
  • [10] Synthesis of new aza-C-disaccharides using cycloaddition reaction of five member chiral cyclic nitrones to alkenes derived from glucose and galactose
    Argyropoulos, Nikolaos G.
    Coutouli-Argyropoulou, Evdoxia
    Gkizis, Petros
    ARKIVOC, 2008, : 223 - 234