Pericyclic reactions involving catalytic metal-vinylidene complexes

被引：67

作者：

Varela, Jesus A. ^{[1
]}

Saa, Carlos ^{[1
]}

机构：

[1] Univ Santiago de Compostela, Dept Quim Organ, Fac Quim, Santiago De Compostela 15782, Spain

来源：

CHEMISTRY-A EUROPEAN JOURNAL | 2006年 / 12卷 / 25期

关键词：

cycloaddition; electrocyclization; metal-vinylidenes; pericyclic reactions; sigmatropic rearrangement;

D O I：

10.1002/chem.200600388

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

The formation of complex polycyclic systems from terminal alkynes based on the concept of pericyclic reactions of catalytic metal-vinylidenes is presented. Metal-vinylidenes, easily formed from terminal alkynes with catalytic amounts of several metal complexes, can be used in electrocyclizations, cycloadditions or sigma-tropic rearrangements to afford valuable compounds.

引用

页码：6450 / 6456

页数：7

共 26 条

[1] ORGANOMETALLIC CHEMISTRY OF VINYLIDENE AND RELATED UNSATURATED CARBENES [J].

BRUCE, MI .

CHEMICAL REVIEWS, 1991, 91 (02) :197-257

[2] Transition metal complexes containing allenylidene, cumulenylidene, and related ligands [J].

Bruce, MI .

CHEMICAL REVIEWS, 1998, 98 (08) :2797-2858

[3]

BRUCE MI, 1983, ADV ORGANOMET CHEM, V22, P59

[4]

Bruneau C, 2004, TOP ORGANOMETAL CHEM, V11, P125

[5] Metal vinylidenes in catalysis [J].

Bruneau, C ;

Dixneuf, PH .

ACCOUNTS OF CHEMICAL RESEARCH, 1999, 32 (04) :311-323

[6] Ruthenium-catalyzed cycloisomerization of cis-3-en-1-ynes to cyclopentadiene and related derivatives through a 1,5-sigmatropic hydrogen shift of ruthenium-vinylidene intermediates [J].

Datta, S ;

Odedra, A ;

Liu, RS .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2005, 127 (33) :11606-11607

[7]

FISHMEISTER C, 2004, RUTHENIUM ORGANIC SY, P189

[8] Cycloisomerization of enynes via rhodium vinylidene-mediated catalysis [J].

Kim, H ;

Lee, CB .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2005, 127 (29) :10180-10181

[9] Ruthenium-catalyzed regioselective 1,3-methylene transfer by cleavage of two adjacent σ-carbon-carbon bonds:: An easy and selective synthesis of highly subsituted benzenes [J].

Lian, JJ ;

Odedra, A ;

Wu, CJ ;

Liu, RS .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2005, 127 (12) :4186-4187

[10] W(CO)5•THF-catalyzed electrocyclizations of aromatic enynes via vinylidene intermediates [J].

Maeyama, K ;

Iwasawa, N .

JOURNAL OF ORGANIC CHEMISTRY, 1999, 64 (04) :1344-1346

← 1 2 3 →