A FACILE SYNTHESIS OF CYANOHYDRIN TRIMETHYLSILYL ETHERS BY THE ADDITION-REACTION OF TRIMETHYLSILYL CYANIDE WITH ALDEHYDES UNDER BASIC CONDITION

被引:175
作者
KOBAYASHI, S
TSUCHIYA, Y
MUKAIYAMA, T
机构
关键词
D O I
10.1246/cl.1991.537
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
In the presence of a catalytic amount of Lewis base such as amine, phosphine, arsine or antimony, trimethylsilyl cyanide (TMS-CN) smoothly reacts with aldehydes to afford the corresponding cyanohydrin trimethylsilyl ethers in excellent yields.
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页码:537 / 540
页数:4
相关论文
共 9 条
[1]   REACTIVITY OF HYPERVALENT SPECIES OF SILICON - CLEAVAGE OF THE ALLYL SILICON BOND [J].
CERVEAU, G ;
CHUIT, C ;
CORRIU, RJP ;
REYE, C .
JOURNAL OF ORGANOMETALLIC CHEMISTRY, 1987, 328 (03) :C17-C20
[2]  
Colvin E. W., 1981, SILICON ORGANIC SYNT
[3]   SYNTHESIS OF ANTIBACTERIAL PARA-QUINOLS FROM MARINE SPONGES - SYNTHETIC APPLICATIONS OF MASKED QUINONES [J].
EVANS, DA ;
WONG, RY .
JOURNAL OF ORGANIC CHEMISTRY, 1977, 42 (02) :350-352
[4]   CYANOSILYLATION OF ALDEHYDES AND KETONES - CONVENIENT ROUTE TO CYANOHYDRIN DERIVATIVES [J].
EVANS, DA ;
TRUESDALE, LK ;
CARROLL, GL .
JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1973, (02) :55-56
[5]  
EVANS DA, 1973, TETRAHEDRON LETT, P4929
[6]   PENTACO-ORDINATE SILICON-COMPOUNDS IN SYNTHESIS - REGIOSPECIFIC ALLYLATION OF ALDEHYDES BY USE OF TRIETHYLAMMONIUM BIS(PYROCATECHOLATO)ALLYLSILICATES [J].
HOSOMI, A ;
KOHRA, S ;
TOMINAGA, Y .
JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1987, (20) :1517-1518
[7]   CHEMISTRY OF ORGANO-SILICON COMPOUNDS .240. PENTACOORDINATE ALLYLSILICATES - CHARACTERIZATION AND HIGHLY STEREOSELECTIVE REACTION WITH ALDEHYDES [J].
KIRA, M ;
SATO, K ;
SAKURAI, H .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1988, 110 (14) :4599-4602
[8]   A GENERAL ALLYLATION PROCEDURE USING TRIMETHYLALLYLSILANE AND FLUORIDE CATALYSIS [J].
MAJETICH, G ;
CASARES, A ;
CHAPMAN, D ;
BEHNKE, M .
JOURNAL OF ORGANIC CHEMISTRY, 1986, 51 (10) :1745-1753
[9]  
WEBER WP, 1983, SILICON REAGENTS ORG