Amberlyst-15 as a new and reusable catalyst for regioselective ring-opening reactions of epoxides to β-alkoxy alcohols

被引：91
作者：
Liu, Yu-Heng [1 ]
Liu, Qiu-Shuang [1 ]
Zhang, Zhan-Hui [1 ]
机构：
[1] Hebei Normal Univ, Coll Chem & Mat Sci, Shijiazhuang 050016, Peoples R China
来源：
JOURNAL OF MOLECULAR CATALYSIS A-CHEMICAL | 2008年 / 296卷 / 1-2期
基金：
中国国家自然科学基金;
关键词：
Amberlyst-15; Heterogeneous catalyst; Ring opening; Epoxide; beta-Alkoxy alcohol; Ultrasound;
D O I：
10.1016/j.molcata.2008.09.003
中图分类号：
O64 [物理化学（理论化学）、化学物理学];
学科分类号：
070304 ; 081704 ;
摘要：
Amberlyst-15 serves as an inexpensive, effective, and environmental friendly heterogeneous catalyst for the regioselective ring-opening of epoxides by primary, secondary and tertiary alcohols, resulted in the formation of beta-alkoxy alcohols in 40-95% yields under ultrasound irradiation. (C) 2008 Elsevier B.V. All rights reserved.
引用
收藏
页码：42 / 46
页数：5
相关论文
共 44 条
  • [1] LONG-ACTING DIHYDROPYRIDINE CALCIUM-ANTAGONISTS .1. 2-ALKOXYMETHYL DERIVATIVES INCORPORATING BASIC SUBSTITUENTS
    ARROWSMITH, JE
    CAMPBELL, SF
    CROSS, PE
    STUBBS, JK
    BURGES, RA
    GARDINER, DG
    BLACKBURN, KJ
    [J]. JOURNAL OF MEDICINAL CHEMISTRY, 1986, 29 (09) : 1696 - 1702
  • [2] Copper(II) tetrafluoroborate catalyzed ring-opening reaction of epoxides with alcohols at room temperature
    Barluenga, J
    Vázquez-Villa, H
    Ballesteros, A
    González, JM
    [J]. ORGANIC LETTERS, 2002, 4 (17) : 2817 - 2819
  • [3] Aluminium triflate: a remarkable Lewis acid catalyst for the ring opening of epoxides by alcohols
    Bradley, D
    Williams, G
    Lawton, M
    [J]. ORGANIC & BIOMOLECULAR CHEMISTRY, 2005, 3 (18) : 3269 - 3272
  • [4] An efficient direct conversion of THP ethers into acetates using Amberlyst-15
    Das, B
    Reddy, MR
    Reddy, KR
    Ramu, R
    Thirupathi, P
    [J]. JOURNAL OF MOLECULAR CATALYSIS A-CHEMICAL, 2006, 248 (1-2) : 185 - 188
  • [5] Amberlyst-15: An efficient reusable heterogeneous catalyst for the synthesis of 1,8-dioxo-octahydroxanthenes and 1,8-dioxo-decahydroacridines
    Das, B
    Thirupathi, P
    Mahender, I
    Reddy, VS
    Rao, YK
    [J]. JOURNAL OF MOLECULAR CATALYSIS A-CHEMICAL, 2006, 247 (1-2) : 233 - 239
  • [6] Application of heterogeneous solid acid catalysts for Friedlander synthesis of quinolines
    Das, Biswanath
    Damodar, Kongara
    Chowdhury, Nikhil
    Kumar, Rathod Aravind
    [J]. JOURNAL OF MOLECULAR CATALYSIS A-CHEMICAL, 2007, 274 (1-2) : 148 - 152
  • [7] Highly regio- and stereoselective ring-opening of epoxides and aziridines with sodium azide using ammonium-12-molybdophosphate
    Das, Biswanath
    Reddy, Vtukuri Saidi
    Krishnaiah, Maddeboina
    Rao, Yerra Koteswara
    [J]. JOURNAL OF MOLECULAR CATALYSIS A-CHEMICAL, 2007, 270 (1-2) : 89 - 92
  • [8] Amberlyst-15:: A mild, efficient and reusable heterogeneous catalyst for Michael addition of pyrroles to α,β-unsaturated ketones
    Das, Biswanath
    Damodar, Kongara
    Chowdhury, Nikhil
    [J]. JOURNAL OF MOLECULAR CATALYSIS A-CHEMICAL, 2007, 269 (1-2) : 81 - 84
  • [9] Amberlyst-15: An efficient reusable heterogeneous catalyst for aza-Michael reactions under solvent-free conditions
    Das, Biswanath
    Chowdhury, Nikhil
    [J]. JOURNAL OF MOLECULAR CATALYSIS A-CHEMICAL, 2007, 263 (1-2) : 212 - 215
  • [10] A convenient highly stereoselective synthesis of allyl amides from Baylis-Hillman adducts using Amberlyst-15 as a heterogeneous reusable catalyst
    Das, Biswanath
    Majhi, Anjoy
    Banerjee, Joydeep
    Chowdhury, Nikhil
    [J]. JOURNAL OF MOLECULAR CATALYSIS A-CHEMICAL, 2006, 260 (1-2) : 32 - 34
12345