Immobilization of catalysts derived from Cinchona alkaloids on modified poly(ethylene glycol)

被引：71
|
作者：
Danelli, T
Annunziata, R
Benaglia, M
Cinquini, M
Cozzi, F
Tocco, G
机构：
[1] Univ Milan, Dipartimento Chim Organ & Ind, I-20133 Milan, Italy
[2] Univ Milan, CNR, ISTM, I-20133 Milan, Italy
[3] Univ Milan, CISI, Ctr Eccellenza, I-20133 Milan, Italy
[4] Univ Cagliari, Dipartimento Farmaco Chim Tecnol, I-09124 Cagliari, Italy
来源：
TETRAHEDRON-ASYMMETRY | 2003年 / 14卷 / 04期
关键词：
D O I：
10.1016/S0957-4166(02)00830-3
中图分类号：
O61 [无机化学];
学科分类号：
070301 ; 081704 ;
摘要：
The straightforward immobilization of some derivatives of Cinchona alkaloids on modified poly(ethylene glycol)s is reported. The compounds. obtained by simple reactions exploiting different sites for the attachment of the alkaloids to the polymer, were tested as catalysts in the enantioselective benzylation of the benzophenone imine of glycine t-butyl ester (ee Lip to 64%) and in the conjugate addition of thiophenol to cyclohexenone (ee 22%). The observed stereoselectivities were compared to those obtained either with the unsupported catalysts or with the catalysts immobilized on different polymeric matrixes. The influence of the poly(ethylene glycol) moieties on the catalytic activity is discussed. (C) 2003 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码：461 / 467
页数：7
相关论文
共 50 条
  • [31] Macrocycles derived from cinchona alkaloids: A thermodynamic vs kinetic study
    Rowan, SJ
    Sanders, JKM
    JOURNAL OF ORGANIC CHEMISTRY, 1998, 63 (05): : 1536 - 1546
  • [32] Macrocycles Derived from Cinchona Alkaloids: A Thermodynamic vs Kinetic Study
    Rowan, S. J.
    Sanders, J. K. M.
    Journal of Organic Chemistry, 63 (05):
  • [33] Investigating Gene Delivery Efficiency of Poly(β-amino ester) Derived From Poly(ethylene glycol) Diacrylate
    Ngo, Dang Bao Tram
    Dong, Thi Anh Ngoc
    Nguyen, Khanh Vi
    Kieu, Trong Nghia
    Nguyen, Thi Thu Hoai
    Thach, Ut Dong
    CHEMISTRYSELECT, 2024, 9 (45):
  • [34] USE OF POLY(ETHYLENE GLYCOL)-MODIFIED ANTIBODY IN CELL EXTRACTION
    KARR, LJ
    DONNELLY, DL
    KOZLOWSKI, A
    HARRIS, JM
    AQUEOUS TWO-PHASE SYSTEMS, 1994, 228 : 377 - 390
  • [35] Spectral Properties of a Benzothiazole Dye Modified with Poly(Ethylene Glycol)
    Maskevich, A. A.
    JOURNAL OF APPLIED SPECTROSCOPY, 2022, 88 (06) : 1125 - 1130
  • [36] Gels of catanionic vesicles and hydrophobically modified poly(ethylene glycol)
    Medronho, B
    Antunes, FE
    Lindman, B
    Miguel, MG
    JOURNAL OF DISPERSION SCIENCE AND TECHNOLOGY, 2006, 27 (01) : 83 - 90
  • [37] Cinchonine: A Versatile Pharmacological Agent Derived from Natural Cinchona Alkaloids
    Parveen, Shahnaz
    Maurya, Nidhi
    Meena, Abha
    Luqman, Suaib
    CURRENT TOPICS IN MEDICINAL CHEMISTRY, 2024, 24 (04) : 343 - 363
  • [38] Intercalation behavior of poly(ethylene glycol) in organically modified montmorillonite
    Zhu, Shipeng
    Peng, Hongmei
    Chen, Jinyao
    Li, Huilin
    Cao, Ya
    Yang, Yunhua
    Feng, Zhihai
    APPLIED SURFACE SCIENCE, 2013, 276 : 502 - 511
  • [39] Pharmacokinetic study of poly(ethylene glycol)-modified somatostatin analogues
    Na, Dong Hee
    DRUG METABOLISM REVIEWS, 2006, 38 : 88 - 89
  • [40] Immobilization of oligonucleotides on poly(ethylene glycol) brush-coated Si surfaces
    Cha, TW
    Boiadjiev, V
    Lozano, J
    Yang, H
    Zhu, XY
    ANALYTICAL BIOCHEMISTRY, 2002, 311 (01) : 27 - 32
12345