Lipase-catalysed resolution of 3,3'-bi-indolizines: The first preparative access to enantiomerically pure samples

被引:16
作者
Theil, F
Sonnenschein, H
Kreher, T
机构
[1] Inst. für Angew. Chem. B., D-12484 Berlin
关键词
D O I
10.1016/S0957-4166(96)00444-2
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
The lipase-catalysed kinetic resolution of the axially chiral 3,3'-bis[1-(2-hydroxyethyl)-2-phenylindolizine] [(+/-)-1a] and the corresponding 3-hydroxypropyl derivative (+/-)-1b by acylation with vinyl acetate in the presence of lipases from different origins has been investigated. For the first time, enantiomerically pure 3,3'-biindolizine derivatives were obtained on a preparative scale by careful monitoring of the conversion. Copyright (C) 1996 Elsevier Science Ltd
引用
收藏
页码:3365 / 3370
页数:6
相关论文
共 10 条
  • [1] CHICHIBABIN AE, 1927, CHEM BER, V60, P1607
  • [2] LEITNER MB, IN PRESS J CHEM SOCP
  • [3] ROSINI C, 1992, SYNTHESIS-STUTTGART, P503
  • [4] Novel redox-active cyclophanes based on 3,3'-biindolizines: Synthesis and chirality
    Sonnenschein, H
    Kreher, T
    Grundemann, E
    Kruger, RP
    Kunath, A
    Zabel, V
    [J]. JOURNAL OF ORGANIC CHEMISTRY, 1996, 61 (02) : 710 - 714
  • [5] SONNENSCHEIN H, UNPUB
  • [6] LIPASE-CATALYZED TRANSESTERIFICATION OF MESO-CYCLOPENTANE DIOLS
    THEIL, F
    SCHICK, H
    WINTER, G
    RECK, G
    [J]. TETRAHEDRON, 1991, 47 (36) : 7569 - 7582
  • [7] THEIL F, 1991, LIEBIGS ANN CHEM, P195
  • [8] DIOLS AS SUBSTRATES IN LIPASE-CATALYZED ENANTIOSELECTIVE ACYLATIONS - A BRIEF REVIEW
    THEIL, F
    [J]. CATALYSIS TODAY, 1994, 22 (03) : 517 - 536
  • [9] THEIL F, 1988, SYNTHESIS-STUTTGART, P540
  • [10] KINETIC RESOLUTION OF ACYCLIC 1,2-DIOLS USING A SEQUENTIAL LIPASE-CATALYZED TRANSESTERIFICATION IN ORGANIC-SOLVENTS
    THEIL, F
    WEIDNER, J
    BALLSCHUH, S
    KUNATH, A
    SCHICK, H
    [J]. JOURNAL OF ORGANIC CHEMISTRY, 1994, 59 (02) : 388 - 393