Bismuth bromide as an efficient and versatile catalyst for the cyanation and allylation of carbonyl compounds and acetals with organosilicon reagents

被引：101

作者：

Komatsu, N ^{[1
]}

Uda, M ^{[1
]}

Suzuki, H ^{[1
]}

Takahashi, T ^{[1
]}

Domae, T ^{[1
]}

Wada, M ^{[1
]}

机构：

[1] UNIV TOKUSHIMA,FAC INTEGRATED ARTS & SCI,DEPT CHEM,TOKUSHIMA 770,JAPAN

来源：

TETRAHEDRON LETTERS | 1997年 / 38卷 / 41期

关键词：

D O I：

10.1016/S0040-4039(97)01719-X

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Bismuth bromide was found to work efficiently as a versatile catalyst for the cyanation and allylation of carbonyl compounds and acetals with organosilicon reagents, affording me corresponding alcohols and ethers in high yields. (C) 1997 Elsevier Science Ltd.

引用

页码：7215 / 7218

页数：4

共 44 条

[1] Scandium trifluoromethanesulfonate, a novel catalyst for the addition of allyltrimethylsilane to aldehydes. [J].

Aggarwal, VK ;

Vennall, GP .

TETRAHEDRON LETTERS, 1996, 37 (21) :3745-3746

[2]

Boisselier V., 1995, TETRAHEDRON, V51, P4991

[3]

Boisselier V. L., 1997, TETRAHEDRON LETT, V38, P2981

[4]

BOISSELIER VL, 1994, J ORGANOMET CHEM, V482, P119

[5]

BOISSELIER VL, 1997, CHEM COMMUN, P95

[6] LEWIS ACID MEDIATED CONDENSATION OF ALKENOLS AND ALDEHYDES - A SELECTIVE SYNTHESIS OF TETRAHYDROPYRANS AND OXEPANES [J].

COPPI, L ;

RICCI, A ;

TADDEI, M .

JOURNAL OF ORGANIC CHEMISTRY, 1988, 53 (04) :911-913

[7] SYNTHESIS OF 4-HALOTETRAHYDROPYRANS FROM ALLYLSILANES AND CARBONYL-COMPOUNDS IN THE PRESENCE OF LEWIS-ACIDS [J].

COPPI, L ;

RICCI, A ;

TADDEI, M .

TETRAHEDRON LETTERS, 1987, 28 (09) :973-976

[8] SUPERACID CATALYSIS OF THE ADDITION OF ALLYSILANES TO CARBONYL-COMPOUNDS [J].

DAVIS, AP ;

JASPARS, M .

JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1990, (17) :1176-1178

[9] SUPER-ACID CATALYZED ADDITION OF ALLYLSILANES TO CARBONYL-COMPOUNDS - SYNTHETIC AND MECHANISTIC ASPECTS [J].

DAVIS, AP ;

JASPARS, M .

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1992, (16) :2111-2118

[10] CATALYSIS OF THE ADDITION OF ALLYLTRIMETHYLSILANE TO ALDEHYDES BY SILYLATING AGENTS - ME3SIB(OTF)4, A NEW, SUPERSILYLATING REAGENT [J].

DAVIS, AP ;

JASPARS, M .

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH, 1992, 31 (04) :470-471

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