STEREOSELECTIVE INDUCTION OF AN AXIAL CHIRALITY BY SUZUKI CROSS-COUPLING OF TRICARBONYL(ARENE)CHROMIUM COMPLEXES WITH ARYLBORONIC ACIDS

被引:51
作者
UEMURA, M
KAMIKAWA, K
机构
关键词
D O I
10.1039/c39940002697
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Tricarbonyl(2,6-disubstituted-1-bromobenzene)chromium was treated with ortho-substituted phenylboronic acids in the presence of a palladium(0) catalyst to give mono-Cr(CO)(3) complexes of biphenyl compounds with a complementary axial chirality depending upon the nature of ortho-substituent of the phenylboronic acids.
引用
收藏
页码:2697 / 2698
页数:2
相关论文
共 29 条
[1]   DIRECTED METALATION/LIGAND COUPLING APPROACH TO THE ENANTIOSELECTIVE SYNTHESIS OF 1,1'-BINAPHTHYLS [J].
BAKER, RW ;
POCOCK, GR ;
SARGENT, MV ;
TWISS, E .
TETRAHEDRON-ASYMMETRY, 1993, 4 (12) :2423-2426
[2]   THE DIRECTED SYNTHESIS OF BIARYL COMPOUNDS - MODERN CONCEPTS AND STRATEGIES [J].
BRINGMANN, G ;
WALTER, R ;
WEIRICH, R .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH, 1990, 29 (09) :977-991
[3]  
BRINGMANN G, 1992, SYNTHESIS-STUTTGART, P433
[4]   STEREOSELECTIVE SYNTHESIS OF HOMOCHIRAL ALPHA SUBSTITUTED ORTHO-METHOXYBENZYL ALCOHOLS VIA NUCLEOPHILIC ADDITIONS TO KINETICALLY RESOLVED HOMOCHIRAL TRICARBONYL (ETA-6-ORTHO-ANISALDEHYDE)CHROMIUM(0) [J].
BROMLEY, LA ;
DAVIES, SG ;
GOODFELLOW, CL .
TETRAHEDRON-ASYMMETRY, 1991, 2 (02) :139-156
[5]   A NOVEL AND CONVENIENT METHOD FOR PALLADIUM-CATALYZED ALKOXYCARBONYLATION OF ARYL AND VINYL HALIDES USING HCO2R/NAOR SYSTEM [J].
CARPENTIER, JF ;
CASTANET, Y ;
BROCARD, J ;
MORTREUX, A ;
PETIT, F .
TETRAHEDRON LETTERS, 1991, 32 (36) :4705-4708
[6]   PALLADIUM-CATALYZED ALKOXYCARBONYLATION OF TRICARBONYL(ETA-6-MONO AND DICHLOROARENE)CHROMIUM COMPLEXES UNDER MILD CONDITIONS USING HCO2R/MOR SYSTEM [J].
CARPENTIER, JF ;
CASTANET, Y ;
BROCARD, J ;
MORTREUX, A ;
PETIT, F .
TETRAHEDRON LETTERS, 1992, 33 (15) :2001-2004
[7]   TRANSITION-METAL MEDIATED ORGANIC-SYNTHESIS - THE SYNTHESIS OF MORACIN-M [J].
CLOUGH, JM ;
MANN, IS ;
WIDDOWSON, DA .
TETRAHEDRON LETTERS, 1987, 28 (23) :2645-2648
[8]   ASYMMETRIC-SYNTHESIS OF ALPHA-SUBSTITUTED BENZYL ALCOHOLS VIA THE STEREOSELECTIVE ADDITION OF NUCLEOPHILES TO HOMOCHIRAL TRICARBONYL(ETA-6-O-TRIALKYLSILYLBENZALDEHYDE)CHROMIUM(O) COMPLEXES [J].
DAVIES, SG ;
GOODFELLOW, CL .
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1990, (02) :393-407
[9]   ASYMMETRIC-SYNTHESIS OF ALPHA-SUBSTITUTED ORTHO-METHOXYBENZYL ALCOHOLS VIA STEREOSELECTIVE ADDITIONS TO KINETICALLY RESOLVED ORTHO-ANISALDEHYDE-(TRICARBONYL)CHROMIUM [J].
DAVIES, SG ;
GOODFELLOW, CL .
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1989, (01) :192-194
[10]   BIMETALLIC ACTIVATION IN HOMOGENEOUS CATALYSIS .3. MECHANISTIC STUDY OF THE METHOXYCARBONYLATION OF TRICARBONYL(CHLOROBENZENE)CHROMIUM - ISOLATION AND REACTIVITY OF POSSIBLE REACTION INTERMEDIATES [J].
DUFAUD, V ;
THIVOLLECAZAT, J ;
BASSET, JM ;
MATHIEU, R ;
JAUD, J ;
WAISSERMANN, J .
ORGANOMETALLICS, 1991, 10 (12) :4005-4015