Tetrabutylammonium fluoride promoted regiospecific reactions of trimethylsilyl-o-carborane with aldehydes

被引：15

作者：

Cai, JP

Nemoto, H

Nakamura, H

Singaram, B

Yamamoto, Y

机构：

[1] TOHOKU UNIV, FAC SCI, DEPT CHEM, SENDAI, MIYAGI 98077, JAPAN

[2] OKAZAKI NATL RES INST, INST MOL SCI, OKAZAKI, AICHI 444, JAPAN

[3] KYUSHU UNIV, INST FUNDAMENTAL RES ORGAN CHEM, FUKUOKA 812, JAPAN

[4] UNIV CALIF SANTA CRUZ, DEPT CHEM & BIOCHEM, SANTA CLARA, CA 95064 USA

来源：

CHEMISTRY LETTERS | 1996年 / 09期

关键词：

D O I：

10.1246/cl.1996.791

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Trimethylsilyl-o-carborane serves as o-carborane carbanion upon fluoride ion promoted reaction with carbonyl compounds. Thus, in the presence of tetrabutylammonium fluoride, trimethylsilyl-o-carborane undergoes facile, unprecedented, carbodesilylation with aromatic and aliphatic aldehydes.

引用

收藏

页码：791 / 792

页数：2

相关论文

共 13 条

[1] DICARBA-CLOSO-DODECABORANES C2B10H12 AND THEIR DERIVATIVES [J].

BREGADZE, VI .

CHEMICAL REVIEWS, 1992, 92 (02) :209-223

[2]

CHAN TH, 1976, TETRAHEDRON LETT, V17, P2667

[3] REACTIVITY OF PENTACOORDINATE AND HEXACOORDINATE SILICON-COMPOUNDS AND THEIR ROLE AS REACTION INTERMEDIATES [J].

CHUIT, C ;

CORRIU, RJP ;

REYE, C ;

YOUNG, JC .

CHEMICAL REVIEWS, 1993, 93 (04) :1371-1448

[4] ACYLSILANES AND C-STANNYLIMINES AS ANION EQUIVALENTS [J].

DEGL'INNOCENTI, A ;

PIKE, S ;

WALTON, DRM ;

SECONI, G ;

RICCI, A ;

FIORENZA, M .

JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1980, (24) :1201-1202

[5] SYNTHESIS OF (TRIMETHYLSILYL)THIAZOLES AND REACTIONS WITH CARBONYL-COMPOUNDS - SELECTIVITY ASPECTS AND SYNTHETIC UTILITY [J].

DONDONI, A ;

FANTIN, G ;

FOGAGNOLO, M ;

MEDICI, A ;

PEDRINI, P .

JOURNAL OF ORGANIC CHEMISTRY, 1988, 53 (08) :1748-1761

[6] ELECTROPHILIC REACTIONS OF ARYL(TRIMETHYL)SILANES AND HETEROARYL(TRIMETHYL)SILANES WITH A REMARKABLE NUCLEOPHILIC CATALYSIS [J].

EFFENBERGER, F ;

SPIEGLER, W .

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH, 1981, 20 (03) :265-266

[7] A SIMPLE ROUTE TO C-MONOSUBSTITUTED CARBORANE DERIVATIVES [J].

GOMEZ, FA ;

HAWTHORNE, MF .

JOURNAL OF ORGANIC CHEMISTRY, 1992, 57 (05) :1384-1390

[8] THE ROLE OF CHEMISTRY IN THE DEVELOPMENT OF BORON NEUTRON-CAPTURE THERAPY OF CANCER [J].

HAWTHORNE, MF .

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH, 1993, 32 (07) :950-984

[9] SELECTIVE DESILYLATION OF BIS(TRIMETHYLSILYL)ACETYLENES [J].

HOLMES, AB ;

JENNINGSWHITE, CLD ;

SCHULTHESS, AH ;

AKINDE, B ;

WALTON, DRM .

JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1979, (19) :840-842

[10]

Hosomi A, 1978, TETRAHEDRON LETT, V19, P3043