A versatile protocol for Stille-Migita cross coupling reactions

被引：113

作者：

Fuerstner, Alois ^{[1
]}

Funel, Jacques-Alexis ^{[1
]}

Tremblay, Martin ^{[1
]}

Bouchez, Laure C. ^{[1
]}

Nevado, Cristina ^{[1
]}

Waser, Mario ^{[1
]}

Ackerstaff, Jens ^{[1
]}

Stimson, Christopher C. ^{[1
]}

机构：

[1] Max Planck Inst Kohlenforsch, D-45470 Mulheim, Germany

来源：

CHEMICAL COMMUNICATIONS | 2008年 / 25期

关键词：

D O I：

10.1039/b805299a

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

The combination of catalytic amounts of [Pd( PPh3)(4)], copper thiophene-2-carboxylate (CuTC) and [Ph2PO2][NBu4] allowed a series of exigent Stille-Migita reactions to be performed with high yields; as the protocol is fluoride free, a variety of O-silyl and C-silyl groups remained intact.

引用

页码：2873 / 2875

页数：3

共 43 条

[1] Copper-mediated cross-coupling of organostannanes with organic iodides at or below room temperature [J].

Allred, GD ;

Liebeskind, LS .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1996, 118 (11) :2748-2749

[2] Mechanism of the Stille reaction catalyzed by palladium ligated to arsine ligand:: PhPdl(AsPh3)(DMF) is the species reacting with vinylstannane in DMF [J].

Amatore, C ;

Bahsoun, AA ;

Jutand, A ;

Meyer, G ;

Ntepe, AN ;

Ricard, L .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2003, 125 (14) :4212-4222

[3] Formal total syntheses of crocacin A-D [J].

Besev, M ;

Brehm, C ;

Fürstner, A .

COLLECTION OF CZECHOSLOVAK CHEMICAL COMMUNICATIONS, 2005, 70 (10) :1696-1708

[4] Quantitative evaluation of the factors contributing to the "copper effect" in the Stille reaction [J].

Casado, AL ;

Espinet, P .

ORGANOMETALLICS, 2003, 22 (06) :1305-1309

[5] Towards the synthesis of amphidinolide B. An intramolecular Stille coupling approach [J].

Cid, MB ;

Pattenden, G .

TETRAHEDRON LETTERS, 2000, 41 (38) :7373-7378

[6]

de Meijere A., 2004, METAL CATALYZED CROS, V1

[7] Palladium-catalyzed stille cross-couplings of sulfonyl chlorides and organostannanes [J].

Dubbaka, SR ;

Vogel, P .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2003, 125 (50) :15292-15293

[8] The intramolecular Stille reaction [J].

Duncton, MAJ ;

Pattenden, G .

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1999, (10) :1235-1246

[9] Total synthesis of formamicin [J].

Durham, TB ;

Blanchard, N ;

Savall, BM ;

Powell, NA ;

Roush, WR .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2004, 126 (30) :9307-9317

[10] The mechanisms of the Stille reaction [J].

Espinet, P ;

Echavarren, AM .

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2004, 43 (36) :4704-4734

← 1 2 3 4 5 →