Effect of substituent on the enantioselectivity for lipase-catalyzed kinetic resolution of glycerol derivatives

被引:6
|
作者
Kawanami, Y [1 ]
Honnma, A [1 ]
Ohta, K [1 ]
Matsumoto, N [1 ]
机构
[1] Kagawa Univ, Fac Agr, Dept Biochem & Food Sci, Kagawa 7610795, Japan
关键词
D O I
10.1016/j.tet.2004.10.107
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The lipase-catalyzed transesterifications of various substituted diphenyl 1,2-ketals of glycerol have been investigated. Efficient modification of the substrate structure with bis(4-bromophenyl) ketal was found to enhance the enantioselectivity up to E = 57 at 0degreesC. (C) 2004 Elsevier Ltd. All rights reserved.
引用
收藏
页码:693 / 697
页数:5
相关论文
共 50 条
  • [41] Synthesis of a racemic ester and its lipase-catalyzed kinetic resolution
    Stetca, D
    Arends, IWCE
    Hanefeld, U
    JOURNAL OF CHEMICAL EDUCATION, 2002, 79 (11) : 1351 - 1352
  • [42] Lipase-catalyzed kinetic resolution of α-hydroxy-H-phosphinates
    Yamagishi, T
    Miyamae, T
    Yokomatsu, T
    Shibuya, S
    TETRAHEDRON LETTERS, 2004, 45 (36) : 6713 - 6716
  • [43] Ionic liquids as cosolvents for the lipase-catalyzed kinetic resolution of ketoprofen
    Park, Saerom
    Thanh Thi Ngoc Doan
    Koo, Yoon-Mo
    Oh, Kyeong Keun
    Lee, Sang Hyun
    MOLECULAR CATALYSIS, 2018, 459 : 113 - 118
  • [44] Prediction of enantioselectivity of lipase catalyzed kinetic resolution using umbrella sampling
    Mathpati, Ashwini C.
    Bhanage, Bhalchandra M.
    JOURNAL OF BIOTECHNOLOGY, 2018, 283 : 70 - 80
  • [45] Asymmetric synthesis of oxazolidin-2-one derivatives through lipase-catalyzed kinetic resolution
    Zhang, Yan
    Zhang, Yang
    Ramstrom, Olof
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2014, 247
  • [46] Lipase-Catalyzed Resolution of Ibuprofen
    Erik Henke
    Sascha Schuster
    Hong Yang
    Uwe T. Bornscheuer
    Monatshefte für Chemie / Chemical Monthly, 2000, 131 : 633 - 638
  • [47] Rapid Estimation of Enantioselectivity in Lipase-catalyzed Resolution of Glycidyl Butyrate Using pH Indicator
    Wang Ping
    Wang Lei
    Wang Li-cheng
    Li Chun-yuan
    Wang Ren
    Miao Qing-hua
    Yang Ming
    Wang Zhi
    CHEMICAL RESEARCH IN CHINESE UNIVERSITIES, 2009, 25 (01) : 72 - 75
  • [48] Lipase-catalyzed resolution of γ- and δ-lactones
    Universitaet Stuttgart, Stuttgart, Germany
    Journal of Biotechnology, 1997, 56 (02): : 129 - 133
  • [49] Lipase-catalyzed resolution of ibuprofen
    Henke, E
    Schuster, S
    Yang, H
    Bornscheuer, UT
    MONATSHEFTE FUR CHEMIE, 2000, 131 (06): : 633 - 638
  • [50] Rapid Estimation of Enantioselectivity in Lipase-catalyzed Resolution of Glycidyl Butyrate Using pH Indicator
    WANG Ping1
    3.Department of Breast Surgery
    Chemical Research in Chinese Universities, 2009, 25 (01) : 72 - 75