Alkynes as masked ylides: Gold-catalysed intermolecular reactions of propargylic carboxylates with sulfides

被引：96

作者：

Davies, Paul W. ^{[1
]}

Albrecht, Sebastien J. -C. ^{[1
]}

机构：

[1] Univ Birmingham, Sch Chem, Birmingham B15 2TT, W Midlands, England

来源：

CHEMICAL COMMUNICATIONS | 2008年 / 02期

基金：

英国工程与自然科学研究理事会;

关键词：

D O I：

10.1039/b714813e

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

The in situ-generation of sulfur ylides by the gold-catalysed rearrangement of propargylic carboxylates in the presence of sulfides has resulted in highly efficient and novel transformations.

引用

页码：238 / 240

页数：3

共 30 条

[1]

Doyle M. P., 1998, Modern Catalytic Methods for Organic Synthesis with Diazo Compounds: From Cyclopropanes to Ylides

[2] Total synthesis of the antibiotic erypoegin H and cognates by a PtCl2-catalyzed cycloisomerization reaction [J].

Fuerstner, Alois ;

Heilmann, Eike K. ;

Davies, Paul W. .

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2007, 46 (25) :4760-4763

[3] Catalytic carbophilic activation:: Catalysis by platinum and gold π acids [J].

Fuerstner, Alois ;

Davies, Paul W. .

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2007, 46 (19) :3410-3449

[4] Heterocycles by PtCl2 catalyzed intramolecular carboalkoxylation or carboamination of alkynes [J].

Fürstner, A ;

Davies, PW .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2005, 127 (43) :15024-15025

[5] Platinum-catalyzed cycloisomerization reactions of enynes [J].

Fürstner, A ;

Stelzer, F ;

Szillat, H .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2001, 123 (48) :11863-11869

[6] Novel rearrangements of enynes catalyzed by PtCl2 [J].

Fürstner, A ;

Szillat, H ;

Stelzer, F .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2000, 122 (28) :6785-6786

[7] Relativistic effects in homogeneous gold catalysis [J].

Gorin, David J. ;

Toste, F. Dean .

NATURE, 2007, 446 (7134) :395-403

[8] Reaction of vinylcarbenoids with cyclic disulfides: Formation of 1,3-insertion products as well as 1,1-insertion products [J].

Hamaguchi, M ;

Misumi, T ;

Oshima, T .

TETRAHEDRON LETTERS, 1998, 39 (39) :7113-7116

[9] Gold-catalyzed organic reactions [J].

Hashmi, A. Stephen K. .

CHEMICAL REVIEWS, 2007, 107 (07) :3180-3211

[10] Gold catalysis [J].

Hashmi, A. Stephen K. ;

Hutchings, Graham J. .

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2006, 45 (47) :7896-7936

← 1 2 3 →