Recent progress in asymmetric intermolecular C-H activation by rhodium carbenoid intermediates

被引：138

作者：

Davies, HML ^{[1
]}

Antoulinakis, EG ^{[1
]}

机构：

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

来源：

JOURNAL OF ORGANOMETALLIC CHEMISTRY | 2001年 / 617卷 / 01期

基金：

美国国家科学基金会;

关键词：

C-H activation; rhodium carbenoid; chiral catalysts;

D O I：

10.1016/S0022-328X(00)00599-4

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

Intermolecular C-H insertion with rhodium carbenoid intermediates is a very promising method for C-H activation. By using carbenoids derived from vinyl and phenyl diazoacetates, highly selective C-H insertions can be achieved. High asymmetric induction is obtained when dirhodium tetraprolinates (24-27) are used as catalysts. Remarkably, with certain substrates, excellent diastereocontrol is also possible. (C) 2001 Elsevier Science B.V. All rights reserved.

引用

收藏

页码：47 / 55

页数：9

相关论文

共 59 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]

AMBRAMOVITCH RA, 1965, J CHEM SOC CHEM COMM, P542

[3]

[Anonymous], 1990, Selective Hydrocarbon Activation

[4] 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

[5] UNUSUALLY MILD AND SELECTIVE HYDROCARBON C-H BOND ACTIVATION WITH POSITIVELY CHARGED IRIDIUM(III) COMPLEXES [J].

ARNDTSEN, BA ;

BERGMAN, RG .

SCIENCE, 1995, 270 (5244) :1970-1973

[6] Enantioselective synthesis of D-threo-methylphenidate [J].

Axten, JM ;

Ivy, R ;

Krim, L ;

Winkler, JD .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1999, 121 (27) :6511-6512

[7] 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

[8]

CALLOT HJ, 1985, NOUV J CHIM, V9, P167

[9] Thermal, catalytic, regiospecific functionalization of alkanes [J].

Chen, HY ;

Schlecht, S ;

Semple, TC ;

Hartwig, JF .

SCIENCE, 2000, 287 (5460) :1995-1997

[10] A CATALYTIC ENANTIOSELECTIVE SYNTHETIC ROUTE TO THE IMPORTANT ANTIDEPRESSANT SERTRALINE [J].

COREY, EJ ;

GANT, TG .

TETRAHEDRON LETTERS, 1994, 35 (30) :5373-5376

← 1 2 3 4 5 6 →