A mild and selective method for cleavage of O-acetyl groups with dibutyltin oxide

被引:23
|
作者
Liu, HM [1 ]
Yan, XB [1 ]
Li, W [1 ]
Huang, CH [1 ]
机构
[1] Zhengzhou Univ, Dept Chem, Zhengzhou 450052, Peoples R China
基金
中国国家自然科学基金;
关键词
dibutyltin oxide; deacetylation; acetate; glycoside;
D O I
10.1016/S0008-6215(02)00277-X
中图分类号
Q5 [生物化学]; Q7 [分子生物学];
学科分类号
071010 ; 081704 ;
摘要
A mild and efficient neutral method for the cleavage of O-acetyl groups with dibutyltin oxide has been developed. This method is especially useful in the synthesis of glycosides containing base- or acid-sensitive multifunctional groups. (C) 2002 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:1763 / 1767
页数:5
相关论文
共 50 条
  • [32] THE ROLE OF O-ACETYL GROUPS IN THE BIOSYNTHESIS OF ALGINATE BY AZOTOBACTER-VINELANDII
    SKJAKBRAEK, G
    LARSEN, B
    GRASDALEN, H
    CARBOHYDRATE RESEARCH, 1985, 145 (01) : 169 - 174
  • [33] LOCATION OF O-ACETYL GROUPS IN THE HETEROPOLYSACCHARIDE OF THE CACTUS PERESKIA-ACULEATA
    SIERAKOWSKI, MR
    GORIN, PAJ
    REICHER, F
    CORREA, JBC
    CARBOHYDRATE RESEARCH, 1990, 201 (02) : 277 - 284
  • [34] GAS-CHROMATOGRAPHIC ASSAY OF TOTAL AND O-ACETYL GROUPS IN BACTERIAL LIPOPOLYSACCHARIDES
    FROMME, I
    BEILHARZ, H
    ANALYTICAL BIOCHEMISTRY, 1978, 84 (02) : 347 - 353
  • [35] ACETYLATED ALGINATES - THE IMPACT OF O-ACETYL GROUPS ON THE FUNCTIONAL-PROPERTIES OF ALGINATES
    SKJAKBRAEK, G
    ZANETTI, F
    PAOLETTI, S
    BIOMEDICAL AND BIOTECHNOLOGICAL ADVANCES IN INDUSTRIAL POLYSACCHARIDES, 1989, : 385 - 398
  • [36] BIOSYNTHESIS AND TURNOVER OF O-ACETYL AND N-ACETYL GROUPS IN THE GANGLIOSIDES OF HUMAN-MELANOMA CELLS
    MANZI, AE
    SJOBERG, ER
    DIAZ, S
    VARKI, A
    JOURNAL OF BIOLOGICAL CHEMISTRY, 1990, 265 (22) : 13091 - 13103
  • [37] QUANTITATIVE-DETERMINATION OF O-ACETYL AND OTHER O-ACYL GROUPS IN CELLULOSIC MATERIAL
    MANSSON, P
    SAMUELSSON, B
    SVENSK PAPPERSTIDNING-NORDISK CELLULOSA, 1981, 84 (03): : R15 - &
  • [38] ROLE OF O-ACETYL GROUPS IN THE LIPOPOLYSACCHARIDE RECEPTOR FOR RHIZOBIUM PHAGE-1P
    ZAJAC, E
    LORKIEWICZ, Z
    JOURNAL OF GENERAL MICROBIOLOGY, 1983, 129 (OCT): : 3171 - 3176
  • [39] O-ACETYL GROUPS AS A COMPONENT OF BACTERIOPHAGE RECEPTOR ON STAPHYLOCOCCUS-AUREUS CELL WALLS
    SHAW, DRD
    CHATTERJEE, AN
    JOURNAL OF BACTERIOLOGY, 1971, 108 (01) : 584 - +
  • [40] Distribution of the O-acetyl groups and β-galactofuranose units in galactoxylomannans of the opportunistic fungus Cryptococcus neoformans
    Previato, Jose O.
    Vinogradov, Evgeny
    Maes, Emmanuel
    Fonseca, Leonardo M.
    Guerardel, Yann
    Oliveira, Priscila A. V.
    Mendonca-Previato, Lucia
    GLYCOBIOLOGY, 2017, 27 (06) : 582 - 592