NEW AND EFFICIENT SYNTHESIS OF PROTECTED 2-AZIDO-2-DEOXY-GLYCOPYRANOSES FROM THE CORRESPONDING GLYCAL

被引:28
作者
CZERNECKI, S
AYADI, E
RANDRIAMANDIMBY, D
机构
关键词
D O I
10.1039/c39940000035
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Diversely protected 2-azido-2-deoxy-D-glycopyranoses are prepared by azido phenylselenylation of the corresponding glycal followed by hydrolysis of the resulting selenoglycosides: from protected D-galactal, protected 2-azido-2-deoxy-D-galactopyranose is obtained, as the sole product in 72% overall yield.
引用
收藏
页码:35 / 36
页数:2
相关论文
共 17 条
  • [1] BEMILLER JN, 1990, J CARBOHYD CHEM, V9, P39
  • [2] A NOVEL AND CONVENIENT METHOD FOR THE REMOVAL OF A NITRATE GROUP AT THE ANOMERIC POSITION
    GAUFFENY, F
    MARRA, A
    SHUN, LKS
    SINAY, P
    TABEUR, C
    [J]. CARBOHYDRATE RESEARCH, 1991, 219 : 237 - 240
  • [3] GIULIANO RM, 1992, SYNLETT, P419
  • [4] GRUNDLER G, 1984, LIEBIGS ANN CHEM, P1826
  • [5] SYNTHETIC METHODS .27. PHENYLSELENIUM AZIDE ADDITION TO ALKENES - A NEW AND STEREOSPECIFIC INTRODUCTION OF SE AND N INTO ORGANIC-MOLECULES
    HASSNER, A
    AMARASEKARA, AS
    [J]. TETRAHEDRON LETTERS, 1987, 28 (43) : 5185 - 5188
  • [6] TRANSFORMATION OF STEROID OLEFINS WITH PB(OAC)4-N(N3)N1 .11.
    HUGL, H
    ZBIRAL, E
    [J]. TETRAHEDRON, 1973, 29 (05) : 759 - 767
  • [7] KINZY W, 1985, LIEBIGS ANN CHEM, P1537
  • [8] AZIDONITRATION OF TRI-O-ACETYL-D-GALACTAL
    LEMIEUX, RU
    RATCLIFFE, RM
    [J]. CANADIAN JOURNAL OF CHEMISTRY-REVUE CANADIENNE DE CHIMIE, 1979, 57 (10): : 1244 - 1251
  • [9] A NOVEL CLASS OF GLYCOSYL DONORS - ANOMERIC S-XANTHATES OF 2-AZIDO-2-DEOXY-D-GALACTOPYRANOSYL DERIVATIVES
    MARRA, A
    GAUFFENY, F
    SINAY, P
    [J]. TETRAHEDRON, 1991, 47 (28) : 5149 - 5160
  • [10] MINISCI F, 1962, TETRAHEDRON LETT, V12, P533