Enantioselective allylic acyloxylation catalysed by copper-oxazoline complexes

被引:40
作者
Clark, JS
Tolhurst, KF
Taylor, M
Swallow, S
机构
[1] Univ Nottingham, Dept Chem, Nottingham NG7 2RD, England
[2] Roche Prod Ltd, Welwyn Garden City AL7 3AY, Herts, England
来源
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1 | 1998年 / 07期
关键词
D O I
10.1039/a801238e
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The oxidation of cyclic alkenes with peresters catalysed by copper complexes of bis-oxazolines, prepared from (1S,2R)-aminoindanol, affords acylated allylic alcohols in good yield and with good levels of enantiocontrol.
引用
收藏
页码:1167 / 1169
页数:3
相关论文
共 28 条
  • [1] THE ASYMMETRIC KHARASCH REACTION - CATALYTIC ENANTIOSELECTIVE ALLYLIC ACYLOXYLATION OF OLEFINS WITH CHIRAL COPPER(I) COMPLEXES AND TERT-BUTYL PERBENZOATE
    ANDRUS, MB
    ARGADE, AB
    CHEN, X
    PAMMENT, MG
    [J]. TETRAHEDRON LETTERS, 1995, 36 (17) : 2945 - 2948
  • [2] ALLYLIC OXIDATIONS BY PEROXY ESTERS CATALYZED BY COPPER-SALTS - THE POTENTIAL FOR STEREOSELECTIVE SYNTHESES
    BECKWITH, ALJ
    ZAVITSAS, AA
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1986, 108 (26) : 8230 - 8234
  • [3] CHEMICAL AND BIOLOGICAL SYNTHESIS OF CHIRAL EPOXIDES
    BESSE, P
    VESCHAMBRE, H
    [J]. TETRAHEDRON, 1994, 50 (30) : 8885 - 8927
  • [4] BIS(4,5-DIHYDROOXAZOLYL) DERIVATIVES IN ASYMMETRIC CATALYSIS
    BOLM, C
    [J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH, 1991, 30 (05): : 542 - 543
  • [5] CONFORMATIONALLY FIXED OLEFINS .3. STEREOCHEMISTRY OF REACTION OF T-BUTYL PERBENZOATE WITH 1-METHYLENE-4-T-BUTYLCYCLO-HEXANE
    CROSS, B
    WHITHAM, GH
    [J]. JOURNAL OF THE CHEMICAL SOCIETY, 1961, (APR): : 1650 - &
  • [6] A conformational toolbox of oxazoline ligands.
    Davies, IW
    Gerena, L
    Cai, DW
    Larsen, RD
    Verhoeven, TR
    Reider, PJ
    [J]. TETRAHEDRON LETTERS, 1997, 38 (07) : 1145 - 1148
  • [7] Application of indane-derived C-2-symmetric bis(oxazolines) in two-point binding asymmetric Diels-Alder reactions
    Davies, IW
    Senanayake, CH
    Larsen, RD
    Verhoeven, TR
    Reider, PJ
    [J]. TETRAHEDRON LETTERS, 1996, 37 (11) : 1725 - 1726
  • [8] Application of a Ritter-type reaction to the synthesis of chiral indane-derived C-2-symmetric bis(oxazolines)
    Davies, IW
    Senanayake, CH
    Larsen, RD
    Verhoeven, TR
    Reider, PJ
    [J]. TETRAHEDRON LETTERS, 1996, 37 (06) : 813 - 814
  • [9] Concise synthesis of conformationally constrained pybox ligands
    Davies, IW
    Gerena, L
    Lu, N
    Larsen, RD
    Reider, PJ
    [J]. JOURNAL OF ORGANIC CHEMISTRY, 1996, 61 (26) : 9629 - 9630
  • [10] DAVIES IW, 1997, CHEM COMMUN, P1753