Catalytic and enantioselective allylic C-H activation with donor-acceptor-substituted carbenoids

被引：63

作者：

Davies, HML ^{[1
]}

Nikolai, J ^{[1
]}

机构：

[1] SUNY Buffalo, Dept Chem, Buffalo, NY 14260 USA

来源：

ORGANIC & BIOMOLECULAR CHEMISTRY | 2005年 / 3卷 / 23期

关键词：

D O I：

10.1039/b509425a

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

In this perspective we give an overview of enantioselective C-H activation at allylic sites by means of rhodium(II)-stabilized donor-acceptor-substituted carbenoids. This methodology has been proven to be both an equivalent to established asymmetric reaction sequences and a new synthetic approach with no established counterpart in organic synthesis.

引用

收藏

页码：4176 / 4187

页数：12

相关论文

共 71 条

[1] 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

[2] Synthesis of tertiary and other sterically demanding alkyl and aryl complexes of iridium by aldehyde C-H bond activation [J].

Alaimo, PJ ;

Arndtsen, BA ;

Bergman, RG .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1997, 119 (22) :5269-5270

[3] SELECTIVE INTERMOLECULAR CARBON-HYDROGEN BOND ACTIVATION BY SYNTHETIC METAL-COMPLEXES IN HOMOGENEOUS SOLUTION [J].

ARNDTSEN, BA ;

BERGMAN, RG ;

MOBLEY, TA ;

PETERSON, TH .

ACCOUNTS OF CHEMICAL RESEARCH, 1995, 28 (03) :154-162

[4] DIAZOTRANSFER REACTIONS WITH PARA-ACETAMIDOBENZENESULFONYL AZIDE [J].

BAUM, JS ;

SHOOK, DA ;

DAVIES, HML ;

SMITH, HD .

SYNTHETIC COMMUNICATIONS, 1987, 17 (14) :1709-1716

[5] HOMOLOGATION OF N-ALKANES USING DIAZOESTERS AND RHODIUM(III)PORPHYRINS - ENHANCED ATTACK ON PRIMARY C-H BONDS [J].

CALLOT, HJ ;

METZ, F .

TETRAHEDRON LETTERS, 1982, 23 (42) :4321-4324

[6]

Cesati RR, 2004, J AM CHEM SOC, V126, P96

[7] A direct and efficient stereocontrolled synthetic route to the pseudopterosins, potent marine antiinflammatory agents [J].

Corey, EJ ;

Lazerwith, SE .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1998, 120 (49) :12777-12782

[8] Alkane C-H activation and functionalization with homogeneous transition metal catalysts: a century of progress-a new millennium in prospect [J].

Crabtree, RH .

JOURNAL OF THE CHEMICAL SOCIETY-DALTON TRANSACTIONS, 2001, (17) :2437-2450

[9] C-C bond formation via C-H bond activation: Synthesis of the core of teleocidin B4 [J].

Dangel, BD ;

Godula, K ;

Youn, SW ;

Sezen, B ;

Sames, D .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2002, 124 (40) :11856-11857

[10]

Davies H. M. L., 2001, ORG REACTIONS, V57, P1

← 1 2 3 4 5 6 7 8 →