A polymer-bound chiral template for enantioselective photochemical reactions

被引:27
作者
Breitenlechner, Stefan [1 ]
Bach, Thorsten [1 ]
机构
[1] Tech Univ Munich, Lehrstuhl Organ Chem 1, D-85747 Garching, Germany
关键词
cycloaddition; enantioselectivity; photochemistry; polymers; solid-phase synthesis;
D O I
10.1002/anie.200802479
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
A happy couple: A chiral complexing agent was modified with an ω-hydroxyalkyl linker and immobilized on a Wang resin and on a methoxypolyethylene glycol (MPEG 2000). The immobilized templates 1 served in an enantioselective photochemical reaction with impressive selectivity (e.r. 92:8 to 96:4) and stability over several cycles. (Figure Presented). © 2008 Wiley-VCH Verlag GmbH & Co. KGaA.
引用
收藏
页码:7957 / 7959
页数:3
相关论文
共 40 条
  • [1] Visible Light promoted organic reaction on a solid support
    Arsequell, G
    González, A
    Valencia, G
    [J]. TETRAHEDRON LETTERS, 2001, 42 (14) : 2685 - 2687
  • [2] Highly enantioselective intra- and intermolecular [2+2] photocycloaddition reactions of 2-quinolones mediated by a chiral lactam host: Host-guest interactions, product configuration, and the origin of the stereoselectivity in solution
    Bach, T
    Bergmann, H
    Grosch, B
    Harms, K
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2002, 124 (27) : 7982 - 7990
  • [3] Bach T, 2000, ANGEW CHEM INT EDIT, V39, P2302, DOI 10.1002/1521-3773(20000703)39:13<2302::AID-ANIE2302>3.0.CO
  • [4] 2-6
  • [5] Synthesis of enantiomerically pure 1,5,7-trimethyl-3-azabicyclo[3.3.1]nonan-2-ones as chiral host compounds for enantioselective photochemical reactions in solution
    Bach, T
    Bergmann, H
    Grosch, B
    Harms, K
    Herdtweck, E
    [J]. SYNTHESIS-STUTTGART, 2001, (09): : 1395 - 1405
  • [6] BACH T, 2006, ASYMMETRIC SYNTHESIS, P166
  • [7] Bach T., 2000, ANGEW CHEM, V112, P2391
  • [8] TOWARDS THE CHEMICAL SYNTHESIS OF PROTEINS
    BAYER, E
    [J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH, 1991, 30 (02): : 113 - 129
  • [9] Bayer E., 1991, ANGEW CHEM, V103, P117
  • [10] Polymer-supported organic catalysts
    Benaglia, M
    Puglisi, A
    Cozzi, F
    [J]. CHEMICAL REVIEWS, 2003, 103 (09) : 3401 - 3429