Catalytic enantioselective C-H activation by means of metal-carbenoid-induced C-H insertion

被引：1443
作者：
Davies, HML [1 ]
Beckwith, REJ [1 ]
机构：
[1] SUNY Buffalo, Dept Chem, Buffalo, NY 14260 USA
来源：
CHEMICAL REVIEWS | 2003年 / 103卷 / 08期
关键词：
D O I：
10.1021/cr0200217
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
The impact of both catalyst design and carbenoid structure on catalytic asymmetric C-H activation is highlighted. A general chiral catalyst effective for all carbenoid system is found, but the reason for this is simply because the various carbenoid systems had very different chemical and structural characteristics. Consequently, the most effective chiral catalysts tend to operate best on a specific class carbenoids.
引用
收藏
页码：2861 / 2903
页数：43
相关论文
共 257 条
[1]   RHODIUM (II) CATALYZED-REACTIONS OF DIAZO-CARBONYL COMPOUNDS [J].
ADAMS, J ;
SPERO, DM .
TETRAHEDRON, 1991, 47 (10-11) :1765-1808
[2]   RHODIUM ACETATE CATALYZES THE ADDITION OF CARBENOIDS ALPHA-OXYGENS TO ETHER OXYGENS [J].
ADAMS, J ;
POUPART, MA ;
GRENIER, L ;
SCHALLER, C ;
OUIMET, N ;
FRENETTE, R .
TETRAHEDRON LETTERS, 1989, 30 (14) :1749-1752
[3]   KINETICS OF THE DIRHODIUM TETRAACETATE CATALYZED DECOMPOSITION OF ETHYL DIAZOACETATE IN 1,4-DIOXANE - IS NITROGEN INVOLVED IN THE TRANSITION-STATE [J].
ALONSO, ME ;
GARCIA, MD .
TETRAHEDRON, 1989, 45 (01) :69-76
[4]  
AMBRAMOVITCH RA, 1965, J CHEM SOC CHEM COMM, P542
[5]  
Anada M, 1999, HETEROCYCLES, V50, P969
[6]  
Anada M, 2000, HETEROCYCLES, V52, P875
[7]  
Anada M, 1999, SYNLETT, P1775
[8]   Enantioselective intramolecular C-H insertion route to a key intermediate for the synthesis of trinem antibiotics [J].
Anada, M ;
Hashimoto, S .
TETRAHEDRON LETTERS, 1998, 39 (49) :9063-9066
[9]   Enantioselective synthesis of 4-substituted 2-pyrrolidinones by site-selective C-H insertion of α-methoxycarbonyl-α-diazoacetanilides catalyzed by dirhodium(II) tetrakis[N-phthaloyl-(S)-tert-leucinate] [J].
Anada, M ;
Hashimoto, S .
TETRAHEDRON LETTERS, 1998, 39 (1-2) :79-82
[10]   Highly enantioselective construction of the key azetidin-2-ones for the synthesis of carbapenem antibiotics via intramolecular C-H insertion reactions of α-methoxycarbonyl-α-diazoacetamides catalysed by chiral dirhodium(II) carboxylates [J].
Anada, M ;
Watanabe, N ;
Hashimoto, S .
CHEMICAL COMMUNICATIONS, 1998, (15) :1517-1518
12345678910