Metal-catalyzed hydrostannations

被引：220

作者：

Smith, ND

Mancuso, J

Lautens, M

机构：

[1] Merck Res Labs, La Jolla, CA 92037 USA

[2] Univ Toronto, Dept Chem, Toronto, ON M5S 3H6, Canada

来源：

CHEMICAL REVIEWS | 2000年 / 100卷 / 08期

关键词：

D O I：

10.1021/cr9902695

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

An overview is given on the metal-catalyzed hydrostannations of unsaturated organic molecules. In general, the reaction occurs via stereospecific syn addition of tin hydride with the regio-chemistry. This process allows access to both allyl- and vinyl-stannes by the use of 'traditional' homogeneous or Pearlman catalysts.

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页码：3257 / 3282

页数：26

相关论文

共 88 条

[1] STANNYLMETALLATION OF CONJUGATED ENYNES [J].

AKSELA, R ;

OEHLSCHLAGER, AC .

TETRAHEDRON, 1991, 47 (07) :1163-1176

[2]

Alami M, 1996, SYNLETT, P755

[3] LEWIS-ACID CATALYZED TRANS-HYDROSTANNYLATION OF ACETYLENES [J].

ASAO, N ;

LIU, JX ;

SUDOH, T ;

YAMAMOTO, Y .

JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1995, (23) :2405-2406

[4] Lewis acid-catalyzed hydrostannation of acetylenes. Regio- and stereoselective trans-addition of tributyltin hydride and dibutyltin dihydride [J].

Asao, N ;

Liu, JX ;

Sudoh, T ;

Yamamoto, Y .

JOURNAL OF ORGANIC CHEMISTRY, 1996, 61 (14) :4568-4571

[5] Tin-assisted cyclization for chiral cyclohexane synthesis, an alternative route to (-)-tetrodotoxin skeleton [J].

Bamba, M ;

Nishikawa, T ;

Isobe, M .

TETRAHEDRON LETTERS, 1996, 37 (45) :8199-8202

[6] THE STANNYL CUPRATION OF ACETYLENES AND THE REACTION OF THE INTERMEDIATE CUPRATES WITH ELECTROPHILES AS A SYNTHESIS OF SUBSTITUTED VINYLSTANNANES [J].

BARBERO, A ;

CUADRADO, P ;

FLEMING, I ;

GONZALEZ, AM ;

PULIDO, FJ .

JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1992, (04) :351-353

[7] REGIOCONTROLLED AND STEREOCONTROLLED STANNYLMETALLATION OF 3,3-DIETHOXY-PROP-1-YNE AND 4,4-DIETHOXY-BUT-1-YNE - AN EFFICIENT ACCESS TO THE CORRESPONDING VINYLTINS WITH FIXED CONFIGURATIONS [J].

BEAUDET, I ;

PARRAIN, JL ;

QUINTARD, JP .

TETRAHEDRON LETTERS, 1991, 32 (44) :6333-6336

[8] Radical hydrostannylation, Pd(0)-catalyzed hydrostannylation, stannylcupration of propargyl alcohols and enynols: Regio- and stereoselectivities [J].

Betzer, JF ;

Delaloge, F ;

Muller, B ;

Pancrazi, A ;

Prunet, J .

JOURNAL OF ORGANIC CHEMISTRY, 1997, 62 (22) :7768-7780

[9]

Betzer JF, 1998, SYNTHESIS-STUTTGART, P522

[10]

BODEN CDJ, 1996, J CHEM SOC P1, V20, P2417

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