Recent Methodologies That Exploit C-C Single-Bond Cleavage of Strained Ring Systems by Transition Metal Complexes

被引：791

作者：

Fumagalli, Gabriele ^{[1
]}

Stanton, Steven ^{[1
]}

Bower, John F. ^{[1
]}

机构：

[1] Univ Bristol, Sch Chem, Bristol BS8 1TS, Avon, England

来源：

CHEMICAL REVIEWS | 2017年 / 117卷 / 13期

基金：

欧洲研究理事会; 英国工程与自然科学研究理事会;

关键词：

CARBON-CARBON BOND; 3+2 INTRAMOLECULAR CYCLOADDITION; NICKEL-CATALYZED CYCLOADDITION; INTERMOLECULAR ALKYNE INSERTION; AMINO-SUBSTITUTED CYCLOPROPANES; ENANTIOSELECTIVE CONSTRUCTION; (3+2)+2 CARBOCYCLIZATION; OXIDATIVE CYCLIZATION; COUPLING REACTIONS; SITE-SELECTIVITY;

D O I：

10.1021/acs.chemrev.6b00599

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

In this review, synthetic and mechanistic aspects of key methodologies that exploit C-C single-bond cleavage of strained ring systems are highlighted. The focus is on transition-metal-catalyzed processes that are triggered by C-C bond activation and beta-carbon elimination, with the review concentrating on developments from mid-2009 to mid-2016.

引用

页码：9404 / 9432

页数：29

共 205 条

[1] Multiple Rhodium-Catalyzed Cleavages of Single C-C bonds [J].

Aissa, Christophe ;

Crepin, Damien ;

Tetlow, Daniel J. ;

Ho, Kelvin Y. T. .

ORGANIC LETTERS, 2013, 15 (06) :1322-1325

[2] Rhodium-Catalyzed Intramolecular [3+2+2] Cycloadditions between Alkylidenecyclopropanes, Alkynes, and Alkenes [J].

Araya, Marisel ;

Gulias, Moises ;

Fernandez, Israel ;

Bhargava, Gaurav ;

Castedo, Luis ;

Luis Mascarenas, Jose ;

Lopez, Fernando .

CHEMISTRY-A EUROPEAN JOURNAL, 2014, 20 (33) :10255-10259

[3] Intramolecular Cyclopropanation and C-H Insertion Reactions with Metal Carbenoids Generated from Cyclopropenes [J].

Archambeau, Alexis ;

Miege, Frederic ;

Meyer, Christophe ;

Cossy, Janine .

ACCOUNTS OF CHEMICAL RESEARCH, 2015, 48 (04) :1021-1031

[4]

ATKINSON ER, 1964, CHEM IND-LONDON, P934

[5]

Bach R. D., 2004, J AM CHEM SOC, V126, P1111

[6] Selective, catalytic carbon-carbon bond activation and functionalization promoted by late transition metal catalysts [J].

Bart, SC ;

Chirik, PJ .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2003, 125 (04) :886-887

[7] Palladium-catalyzed [3C+2C+2C] cycloaddition of enynylidenecyclopropanes: efficient construction of fused 5-7-5 tricyclic systems [J].

Bhargava, Gaurav ;

Trillo, Beatriz ;

Araya, Marisel ;

Lopez, Fernando ;

Castedo, Luis ;

Mascarenas, Jose L. .

CHEMICAL COMMUNICATIONS, 2010, 46 (02) :270-272

[8]

BINGER P, 1987, TOP CURR CHEM, V135, P77

[9] Progress in the Synthesis and Transformations of Alkylidenecyclopropanes and Alkylidenecyclobutanes [J].

Brandi, Alberto ;

Cicchi, Stefano ;

Cordero, Franca M. ;

Goti, Andrea .

CHEMICAL REVIEWS, 2014, 114 (15) :7317-7420

[10]

CAUBERE P, 1971, B SOC CHIM FR, P302

← 1 2 3 4 5 6 7 8 9 10 →