The first asymmetric Suzuki cross-coupling reaction

被引：291

作者：

Cammidge, AN ^{[1
]}

Crépy, KVL ^{[1
]}

机构：

[1] Univ E Anglia, Sch Chem Sci, Norwich NR4 7TJ, Norfolk, England

来源：

CHEMICAL COMMUNICATIONS | 2000年 / 18期

关键词：

D O I：

10.1039/b004513f

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

The first asymmetric coupling reactions between aryl halides and aryl boronates (Suzuki coupling) are described to give binaphthalene derivatives in up to 85% ee.

引用

页码：1723 / 1724

页数：2

共 20 条

[1] A modified in situ Suzuki cross-coupling of haloarenes for the preparation of C-2-symmetric biaryls [J].

Andersen, NG ;

Maddaford, SP ;

Keay, BA .

JOURNAL OF ORGANIC CHEMISTRY, 1996, 61 (26) :9556-9559

[2] Biaryl formation using the Suzuki protocol: Considerations of base, halide, and protecting group. [J].

Benbow, JW ;

Martinez, BL .

TETRAHEDRON LETTERS, 1996, 37 (49) :8829-8832

[3] Convenient ring-bromination of alkylnaphthalenes using N-bromosuccinimide in acetonitrile [J].

Cammidge, AN ;

Crepy, KV ;

Fugier, M .

SYNTHETIC COMMUNICATIONS, 1997, 27 (23) :4159-4162

[4] PALLADIUM-CATALYZED BIS-COUPLING OF DIHALOAROMATICS WITH 2-AMIDOACRYLATES [J].

CARLSTROM, AS ;

FREJD, T .

JOURNAL OF ORGANIC CHEMISTRY, 1991, 56 (03) :1289-1293

[5] CONFIGURATIONAL STUDIES IN THE BIPHENYL SERIES .4. CONFORMATION AND OPTICAL ROTATION OF RESTRICTED BIPHENYLS - CONFIGURATIONAL CORRELATION OF BIARYLS BY OPTICAL DISPLACEMENT - THE ABSOLUTE CONFIGURATION OF RESTRICTED 1,1'-BINAPHTHYLS [J].

FITTS, DD ;

SIEGEL, M ;

MISLOW, K .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1958, 80 (02) :480-486

[6] 2,2'-DIMETHYL-6,6'-BIS(DIPHENYLPHOSPHINO)BIPHENYL (BIPHEMP) AS A CHIRAL LIGAND FOR TRANSITION-METAL CATALYZED ASYMMETRIC-SYNTHESIS OF BINAPHTHYLS AND FOR ASYMMETRIC HYDROGENATION - A COMPARISON WITH BINAP [J].

FREJD, T ;

KLINGSTEDT, T .

ACTA CHEMICA SCANDINAVICA, 1989, 43 (07) :670-675

[7] CATALYTIC ASYMMETRIC-SYNTHESIS OF AXIALLY CHIRAL BIARYLS BY PALLADIUM-CATALYZED ENANTIOPOSITION-SELECTIVE CROSS-COUPLING [J].

HAYASHI, T ;

NIIZUMA, S ;

KAMIKAWA, T ;

SUZUKI, N ;

UOZUMI, Y .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1995, 117 (35) :9101-9102

[8] ASYMMETRIC-SYNTHESIS CATALYZED BY CHIRAL FERROCENYLPHOSPHINE TRANSITION-METAL COMPLEXES .6. PRACTICAL ASYMMETRIC-SYNTHESIS OF 1,1'-BINAPHTHYLS VIA ASYMMETRIC CROSS-COUPLING WITH A CHIRAL [(ALKOXYALKYL)FERROCENYL]MONOPHOSPHINE NICKEL-CATALYST [J].

HAYASHI, T ;

HAYASHIZAKI, K ;

KIYOI, T ;

ITO, Y .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1988, 110 (24) :8153-8156

[9] COPPER ASSISTED NUCLEOPHILIC-SUBSTITUTION OF ARYL HALOGEN [J].

LINDLEY, J .

TETRAHEDRON, 1984, 40 (09) :1433-1456

[10] ENANTIOSELECTIVE SYNTHESIS OF BINAPHTHYLS VIA NUCLEOPHILIC AROMATIC-SUBSTITUTION ON CHIRAL OXAZOLINES [J].

MEYERS, AI ;

LUTOMSKI, KA .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1982, 104 (03) :879-881

← 1 2 →