A mild and selective cleavage of trityl ethers by CBr4-MeOH

被引:24
|
作者
Yadav, JS [1 ]
Reddy, BVS [1 ]
机构
[1] Indian Inst Chem Technol, Organ Chem Div 1, Hyderabad 500007, Andhra Pradesh, India
关键词
trityl ethers; carbon tetrabromide; alcohols;
D O I
10.1016/S0008-6215(00)00241-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
Trityl ethers are selectively deprotected to the corresponding alcohols in high yields by CBr4 in refluxing methanol under neutral reaction conditions. Other hydroxyl protecting groups like isopropylidene, allyl, benzyl, acetyl, benzoyl, methyl, tosyl, prenyl, propargyl, tert-butyldiphenylsilyl and p-methoxybenzyl ethers are unaffected. (C) 2000 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:885 / 888
页数:4
相关论文
共 50 条
  • [11] Selective cleavage of allyl ethers
    Tetrahedron Lett, 21 (3663):
  • [12] Selective cleavage of allyl ethers
    Lee, J
    Cha, JK
    TETRAHEDRON LETTERS, 1996, 37 (21) : 3663 - 3666
  • [13] SELECTIVE CLEAVAGE OF BENZYL ETHERS
    CONGREVE, MS
    DAVISON, EC
    FUHRY, MAM
    HOLMES, AB
    PAYNE, AN
    ROBINSON, RA
    SYNLETT, 1993, (09) : 663 - 664
  • [14] SELECTIVE CLEAVAGE OF TRITYL PROTECTING GROUPS CATALYZED BY AN ANTIBODY
    IVERSON, BL
    CAMERON, KE
    JAHANGIRI, GK
    PASTERNAK, DS
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1990, 112 (13) : 5320 - 5323
  • [15] UTILIZATION OF NEUTRAL ALUMINA AS A MILD REAGENT FOR THE SELECTIVE CLEAVAGE OF PRIMARY AND SECONDARY SILYL ETHERS
    FEIXAS, J
    CAPDEVILA, A
    GUERRERO, A
    TETRAHEDRON, 1994, 50 (28) : 8539 - 8550
  • [16] SELECTIVE CLEAVAGE OF ALLYL ETHERS UNDER MILD CONDITIONS BY TRANSITION-METAL REAGENTS
    COREY, EJ
    SUGGS, JW
    JOURNAL OF ORGANIC CHEMISTRY, 1973, 38 (18): : 3224 - 3224
  • [17] A MILD METHOD FOR SELECTIVE CLEAVAGE OF TETRAHYDROPYRANYL ETHERS IN THE PRESENCE OF OTHER ACID SENSITIVE FUNCTIONALITIES
    NAMBIAR, KP
    MITRA, A
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 1984, 188 (AUG): : 114 - ORGN
  • [18] CLEAVAGE AND REARRANGEMENT OF ETHERS WITH BASE .2. REACTION OF THE BENZHYDRYL AND TRITYL ETHERS OF BENZOIN WITH POTASSIUM HYDROXIDE
    CURTIN, DY
    LESKOWITZ, S
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1951, 73 (06) : 2633 - 2636
  • [19] A highly efficient, mild, and selective cleavage of β-methoxyethoxymethyl (MEM) ethers by cerium(III) chloride in acetonitrile
    Sabitha, G
    Babu, RS
    Rajkumar, M
    Srividya, R
    Yadav, JS
    ORGANIC LETTERS, 2001, 3 (08) : 1149 - 1151
  • [20] A MILD METHOD FOR SELECTIVE CLEAVAGE OF TETRAHYDROPYRANYL ETHERS IN THE PRESENCE OF OTHER ACID-LABILE FUNCTIONALITIES
    NAMBIAR, KP
    MITRA, A
    TETRAHEDRON LETTERS, 1994, 35 (19) : 3033 - 3036