Asymmetric nickel-catalyzed negishi cross-couplings of secondary α-bromo amides with organozinc reagents

被引：264

作者：

Fischer, C ^{[1
]}

Fu, GC ^{[1
]}

机构：

[1] MIT, Dept Chem, Cambridge, MA 02139 USA

来源：

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY | 2005年 / 127卷 / 13期

关键词：

D O I：

10.1021/ja0506509

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

A Ni/Pybox catalyst achieves the asymmetric cross-coupling of secondary α-bromo amides with organozinc reagents. The process tolerates a variety of functional groups and affords the desired product in good yield and in high enantiomeric excess. Copyright © 2005 American Chemical Society.

引用

页码：4594 / 4595

页数：2

共 21 条

[1] Evidence for a NiI active species in the catalytic cross-coupling of alkyl electrophiles
Anderson, TJ
Jones, GD
Vicic, DA
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2004, 126 (26) : 8100 - 8101
[2] CARBENE REARRANGEMENTS .10. 2-VINYLCYCLOBUTYLIDENE
BRINKER, UH
KONIG, L
[J]. CHEMISCHE BERICHTE-RECUEIL, 1983, 116 (03): : 882 - 893
[3] Novel tridentate diamino organomanganese(II) complexes as homogeneous catalysts in manganese(II)/copper(I) catalyzed carbon-carbon bond forming reactions
Donkervoort, JG
Vicario, JL
Jastrzebski, JTBH
Gossage, RA
Cahiez, G
van Koten, G
[J]. JOURNAL OF ORGANOMETALLIC CHEMISTRY, 1998, 558 (1-2) : 61 - 69
[4] Catalysts for cross-coupling reactions with non-activated alkyl halides
Frisch, AC
Beller, M
[J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2005, 44 (05) : 674 - 688
[5] An improved catalyst for the asymmetric arylation of ketone enolates
Hamada, T
Chieffi, A
Åhman, J
Buchwald, SL
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2002, 124 (07) : 1261 - 1268
[6] Hayashi T., 1999, COMPREHENSIVE ASYMME
[7] Highly efficient, general procedure for the preparation of alkylzinc reagents from unactivated alkyl bromides and chlorides
Huo, SQ
[J]. ORGANIC LETTERS, 2003, 5 (04) : 423 - 425
[8] Cross-coupling of alkyl halides with aryl Grignard reagents catalyzed by a low-valent iron complex
Martin, R
Fürstner, A
[J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2004, 43 (30) : 3955 - 3957
[9] Recent developments in the application of oxazoline-containing ligands in asymmetric catalysis
McManus, HA
Guiry, PJ
[J]. CHEMICAL REVIEWS, 2004, 104 (09) : 4151 - 4202
[10] Iron-catalyzed Grignard cross-coupling with alkyl halides possessing β-hydrogens
Nagano, T
Hayashi, T
[J]. ORGANIC LETTERS, 2004, 6 (08) : 1297 - 1299

← 1 2 3 →