Cross-coupling reactions of organosilicon compounds: New concepts and recent advances

被引：114

作者：

Denmark, SE ^{[1
]}

Sweis, RF ^{[1
]}

机构：

[1] Univ Illinois, Dept Chem, Roger Adams Lab, Urbana, IL 61801 USA

来源：

CHEMICAL & PHARMACEUTICAL BULLETIN | 2002年 / 50卷 / 12期

关键词：

cross-coupling; organosilicon; palladium;

D O I：

10.1248/cpb.50.1531

中图分类号：

R914 [药物化学];

学科分类号：

100701 ;

摘要：

This review highlights the rapid evolution of the newly-developed class of palladium-catalyzed cross-coupling reactions of organosilicon compounds. A myriad of heteroatom-containing silicon moieties (silyl hydrides, siletanes, silanols, silyl ethers, orthosiliconates, di- and polysiloxanes and pyridylsilanes) undergo mild and stereospecific cross-coupling. The diversity of methods for introduction of silicon groups into organic molecules and the range of organic electrophiles that can be used are emphasized.

引用

页码：1531 / 1541

页数：11

共 56 条

[1]

[Anonymous], METAL CATALYZED CROS

[2] STEREOCONTROL AND REGIOCONTROL BY COMPLEX INDUCED PROXIMITY EFFECTS - REACTIONS OF ORGANOLITHIUM COMPOUNDS [J].

BEAK, P ;

MEYERS, AI .

ACCOUNTS OF CHEMICAL RESEARCH, 1986, 19 (11) :356-363

[3] Regioselective, diastereoselective, and enantioselective lithiation-substitution sequences: Reaction pathways and synthetic applications [J].

Beak, P ;

Basu, A ;

Gallagher, DJ ;

Park, YS ;

Thayumanavan, S .

ACCOUNTS OF CHEMICAL RESEARCH, 1996, 29 (11) :552-560

[4] Pd-catalyzed cross-coupling of alkynylsilanols with iodobenzenes [J].

Chang, S ;

Yang, SH ;

Lee, PH .

TETRAHEDRON LETTERS, 2001, 42 (29) :4833-4835

[5]

DENEUX M, 1973, B SOC CHIM FR I-PHYS, P2638

[6] Efficient and stereoselective cross-coupling with highly substituted alkenylsilanols [J].

Denmark, SE ;

Pan, WT .

JOURNAL OF ORGANOMETALLIC CHEMISTRY, 2002, 653 (1-2) :98-104

[7] Intramolecular silicon-assisted cross-coupling reactions:: General synthesis of medium-sized rings containing a 1,3-cis-cis diene unit [J].

Denmark, SE ;

Yang, SM .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2002, 124 (10) :2102-2103

[8] Design and implementation of new, silicon-based, cross-coupling reactions: Importance of silicon-oxygen bonds [J].

Denmark, SE ;

Sweis, RF .

ACCOUNTS OF CHEMICAL RESEARCH, 2002, 35 (10) :835-846

[9] Fluoride-free cross-coupling of organosilanols [J].

Denmark, SE ;

Sweis, RF .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2001, 123 (26) :6439-6440

[10] Highly stereospecific, palladium-catalyzed cross-coupling of alkenylsilanols [J].

Denmark, SE ;

Wehrli, D .

ORGANIC LETTERS, 2000, 2 (04) :565-568

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