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
来源：
CARBOHYDRATE RESEARCH | 2002年 / 337卷 / 19期
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
  • [41] SELECTIVE CLEAVAGE OF ANOMERIC ACETYL GROUPS OF ACETYLATED GLYCOSYL RESIDUES BY HYDRAZINE
    EXCOFFIER, G
    GAGNAIRE, D
    UTILLE, JP
    CARBOHYDRATE RESEARCH, 1975, 39 (02) : 368 - 373
  • [42] Improvements to the synthesis of psilocybin and a facile method for preparing the O-acetyl prodrug of psilocin
    Nichols, DE
    Frescas, S
    SYNTHESIS-STUTTGART, 1999, (06): : 935 - 938
  • [43] Metabolic accumulation and related synthetic genes of O-acetyl groups in mannan polysaccharides of Dendrobium officinale
    Can Si
    Chunmei He
    Jaime A. Teixeira da Silva
    Zhenming Yu
    Jun Duan
    Protoplasma, 2022, 259 : 641 - 657
  • [44] Mild and selective method for the oxidative cleavage of acetals and thioacetals
    Bandgar, BP
    Kulkarni, SA
    Nigal, JN
    ORGANIC PREPARATIONS AND PROCEDURES INTERNATIONAL, 1998, 30 (06) : 706 - 709
  • [45] O-ACETYL GROUPS OF SPECIFIC SUBSTANCE FROM PNEUMOCOCCUS TYPE 34 (US TYPE 41)
    DIXON, JR
    ROBERTS, WK
    MILLS, GT
    BUCHANAN, JG
    BADDILEY, J
    CARBOHYDRATE RESEARCH, 1968, 8 (03) : 262 - &
  • [46] Mild and selective method for the oxidative cleavage of acetals and thioacetals
    Organic Chem. Research Lab., School of Chemical Sciences, Swami Ramanand Teerth Marathwada U., Nanded-431606, Maharashtra, India
    不详
    Org. Prep. Proc. Int., 6 (706-709):
  • [47] Metabolic accumulation and related synthetic genes of O-acetyl groups in mannan polysaccharides of Dendrobium officinale
    Si, Can
    He, Chunmei
    Teixeira da Silva, Jaime A.
    Yu, Zhenming
    Duan, Jun
    PROTOPLASMA, 2022, 259 (03) : 641 - 657
  • [48] New Structures of the O-Specific Polysaccharides of Proteus. 2*. Polysaccharides Containing O-Acetyl Groups
    A. N. Kondakova
    F. V. Toukach
    S. N. Senchenkova
    N. P. Arbatsky
    A. S. Shashkov
    Y. A. Knirel
    K. Zych
    A. Torzewska
    K. Kolodziejska
    A. Rozalski
    Z. Sidorczyk
    Biochemistry (Moscow), 2002, 67 : 201 - 211
  • [49] Synthesize of 2,6-Di-O-acetyl Sucrose by Regioselective Acetylation with Dibutyltin Oxide
    Yu KE
    ChineseChemicalLetters, 2004, (03) : 273 - 274
  • [50] Synthesize of 2,6-di-O-acetyl sucrose by regioselective acetylation with dibutyltin oxide
    Ke, Y
    Liu, HM
    Liu, ZZ
    CHINESE CHEMICAL LETTERS, 2004, 15 (03) : 273 - 274
12345