ENANTIOSELECTIVE CATALYSIS WITH A NEW ZIRCONIUM TRICHLORIDE LEWIS ACID CONTAINING A DIBORNACYCLOPENTADIENYL LIGAND

被引:102
作者
ERKER, G
VANDERZEIJDEN, AAH
机构
[1] Institut für Organische Chemie, Universität Würzburg, D-8700, Am Hubland
来源
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH | 1990年 / 29卷 / 05期
关键词
D O I
10.1002/anie.199005121
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
ee Values in excess of 80% can be achieved in CC coupling reactions of 1‐naphthol with pyruvate esters using the chiral Lewis acid 1 as catalyst. Complex 1 is available from (+)‐camphor via a five‐step synthesis with an overall yield of ca. 30%. (Figure Presented.) Copyright © 1990 by VCH Verlagsgesellschaft mbH, Germany
引用
收藏
页码:512 / 514
页数:3
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共 45 条
  • [1] REGIO-SELECTIVE, DIASTEREO-SELECTIVE, AND ENANTIO-SELECTIVE CONDENSATION OF CHIRAL VINYLIC BORATES WITH ALDEHYDES
    BASILE, T
    BIONDI, S
    BOLDRINI, GP
    TAGLIAVINI, E
    TROMBINI, C
    UMANIRONCHI, A
    [J]. JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1989, (05): : 1025 - 1029
  • [2] UNUSUAL FRIEDEL-CRAFTS REACTIONS .7. SYNTHESIS OF ALPHA-(2-HYDROXYPHENYL)ETHYL LACTATES AND THEIR REDUCTIVE CYCLIZATION TO 3-METHYL-2,3-DIHYDROBENZOFURAN-2-OLS
    CASIRAGHI, G
    SARTORI, G
    CASNATI, G
    BIGI, F
    [J]. JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1983, (08): : 1649 - 1651
  • [3] ASYMMETRIC ELECTROPHILIC SUBSTITUTION ON PHENOLS .2. ENANTIOSELECTIVE AND DIASTEREOSELECTIVE SYNTHESIS OF ORTHO-HYDROXYATROLACTIC ESTERS
    CASIRAGHI, G
    BIGI, F
    CASNATI, G
    SARTORI, G
    SONCINI, P
    FAVA, GG
    BELICCHI, MF
    [J]. JOURNAL OF ORGANIC CHEMISTRY, 1988, 53 (08) : 1779 - 1785
  • [4] VINYL-LITHIUM REAGENTS FROM ARENESULFONYLHYDRAZONES
    CHAMBERLIN, AR
    STEMKE, JE
    BOND, FT
    [J]. JOURNAL OF ORGANIC CHEMISTRY, 1978, 43 (01) : 147 - 154
  • [5] CHAMBERLIN AR, 1983, ORG SYNTH, V61, P141
  • [6] CITTERIO A, 1984, SYNTHESIS-STUTTGART, P761
  • [7] STEREOSELECTIVE ARYLATIONS USING METAL PHENOLATES - COMPLEMENTARY SYNTHESIS OF 5-C-ARYLXYLOFURANOSE DERIVATIVES OF EITHER L-IDO OR D-GLUCO CONFIGURATION
    CORNIA, M
    CASIRAGHI, G
    [J]. TETRAHEDRON, 1989, 45 (09) : 2869 - 2874
  • [8] ENANTIOSELECTIVE SYNTHESES WITH TITANIUM-CARBOHYDRATE COMPLEXES .2. ENANTIOSELECTIVE ALDOL REACTION OF TERT-BUTYL ACETATE USING TITANIUM-CARBOHYDRATE COMPLEXES
    DUTHALER, RO
    HEROLD, P
    LOTTENBACH, W
    OERTLE, K
    RIEDIKER, M
    [J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH, 1989, 28 (04): : 495 - 497
  • [9] DUTHALER RO, 1989, ANGEW CHEM INT EDIT, V101, P490
  • [10] DIASTEREOSELECTIVE AND ENANTIOSELECTIVE ALDOL REACTIONS VIA ALPHA-SILYL KETONES, ASYMMETRIC-SYNTHESIS OF THE AGGREGATION PHEROMONE SITOPHILURE
    ENDERS, D
    LOHRAY, BB
    [J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH, 1988, 27 (04): : 581 - 583