The Suzuki, the Heck, and the Stille reaction -: three versatile methods for the introduction of new C-C bonds on solid support

被引：91

作者：

Franzén, R ^{[1
]}

机构：

[1] Univ Helsinki, Dept Pharm, Dept Pharmaceut Chem, FIN-00014 Helsinki, Finland

来源：

CANADIAN JOURNAL OF CHEMISTRY-REVUE CANADIENNE DE CHIMIE | 2000年 / 78卷 / 07期

关键词：

metal-catalyzed coupling reactions; carbon-carbon bonds; solid phase synthesis; combinatorial chemistry; drug discovery;

D O I：

10.1139/cjc-78-7-957

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Metal-catalyzed coupling reactions are very efficient and reliable methods for the introduction of new carbon-carbon bonds onto molecules attached to a solid support. This review summarizes recent advances in utilizing the three most used methods, the Suzuki reaction, the Heck reaction, and the Stille reaction, in the field of solid phase organic synthesis resulting in small organic molecule libraries.

引用

页码：957 / 962

页数：6

共 56 条

[1] Macrocyclization on solid support using Heck reaction
Akaji, K
Kiso, Y
[J]. TETRAHEDRON LETTERS, 1997, 38 (29) : 5185 - 5188
[2] Transition-metal-mediated reactions in combinatorial synthesis
Andres, CJ
Whitehouse, DL
Deshpande, MS
[J]. CURRENT OPINION IN CHEMICAL BIOLOGY, 1998, 2 (03) : 353 - 362
[3] CARBON-CARBON BOND-FORMING METHODS ON SOLID SUPPORT - UTILIZATION OF KENNER SAFETY-CATCH LINKER
BACKES, BJ
ELLMAN, JA
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1994, 116 (24) : 11171 - 11172
[4] Application of the sulfonamide functional group as an anchor for solid phase organic synthesis (SPOS)
Beaver, KA
Siegmund, AC
Spear, KL
[J]. TETRAHEDRON LETTERS, 1996, 37 (08) : 1145 - 1148
[5] Solid phase synthesis of azabicyclo[4.3.0]nonen-8-one amino acid derivatives via intramolecular Pauson-Khand cyclization
Bolton, GL
[J]. TETRAHEDRON LETTERS, 1996, 37 (20) : 3433 - 3436
[6] Solid-phase synthesis of substituted benzazepines via intramolecular Heck cyclization
Bolton, GL
Hodges, JC
[J]. JOURNAL OF COMBINATORIAL CHEMISTRY, 1999, 1 (02): : 130 - 133
[7] AN EXPEDIENT AND HIGH-YIELDING METHOD FOR THE SOLID-PHASE SYNTHESIS OF DIVERSE 1,4-BENZODIAZEPINE-2,5-DIONES
BOOJAMRA, CG
BUROW, KM
ELLMAN, JA
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1995, 60 (18) : 5742 - 5743
[8] Parallel synthesis of tamoxifen and derivatives on solid support via resin capture
Brown, SD
Armstrong, RW
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1997, 62 (21) : 7076 - 7077
[9] Synthesis of tetrasubstituted ethylenes on solid support via resin capture
Brown, SD
Armstrong, RW
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1996, 118 (26) : 6331 - 6332
[10] THE COMBINATORIAL SYNTHESIS AND CHEMICAL AND BIOLOGICAL EVALUATION OF A 1,4-BENZODIAZEPINE LIBRARY
BUNIN, BA
PLUNKETT, MJ
ELLMAN, JA
[J]. PROCEEDINGS OF THE NATIONAL ACADEMY OF SCIENCES OF THE UNITED STATES OF AMERICA, 1994, 91 (11) : 4708 - 4712

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