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

被引：104
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
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页码：512 / 514
页数：3
相关论文
共 45 条
[1]   REGIO-SELECTIVE, DIASTEREO-SELECTIVE, AND ENANTIO-SELECTIVE CONDENSATION OF CHIRAL VINYLIC BORATES WITH ALDEHYDES [J].
BASILE, T ;
BIONDI, S ;
BOLDRINI, GP ;
TAGLIAVINI, E ;
TROMBINI, C ;
UMANIRONCHI, A .
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 [J].
CASIRAGHI, G ;
SARTORI, G ;
CASNATI, G ;
BIGI, F .
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 [J].
CASIRAGHI, G ;
BIGI, F ;
CASNATI, G ;
SARTORI, G ;
SONCINI, P ;
FAVA, GG ;
BELICCHI, MF .
JOURNAL OF ORGANIC CHEMISTRY, 1988, 53 (08) :1779-1785
[4]   VINYL-LITHIUM REAGENTS FROM ARENESULFONYLHYDRAZONES [J].
CHAMBERLIN, AR ;
STEMKE, JE ;
BOND, FT .
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 [J].
CORNIA, M ;
CASIRAGHI, G .
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 [J].
DUTHALER, RO ;
HEROLD, P ;
LOTTENBACH, W ;
OERTLE, K ;
RIEDIKER, M .
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 [J].
ENDERS, D ;
LOHRAY, BB .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH, 1988, 27 (04) :581-583
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