YTTERBIUM TRICYANIDE, A HIGHLY EFFICIENT CATALYST FOR THE ADDITION OF CYANOTRIMETHYLSILANE TO CARBONYL-COMPOUNDS

被引:52
作者
MATSUBARA, S
TAKAI, T
UTIMOTO, K
机构
关键词
D O I
10.1246/cl.1991.1447
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Reaction of cyanotrimethylsilane with various carbonyl compounds was effectively catalyzed by Yb(CN)3 to give the adducts in excellent yields; reaction with substituted cyclohexanones proceeded in a highly stereoselective manner.
引用
收藏
页码:1447 / 1450
页数:4
相关论文
共 13 条
[1]  
COMBER RN, 1985, J ORG CHEM, V50, P3627
[2]   SYNTHETIC APPLICATIONS OF TRIMETHYLSILYL CYANIDE - EFFICIENT SYNTHESIS OF BETA-AMINOMETHYL ALCOHOLS [J].
EVANS, DA ;
CARROLL, GL ;
TRUESDALE, LK .
JOURNAL OF ORGANIC CHEMISTRY, 1974, 39 (07) :914-917
[3]  
GASSMAN PG, 1978, TETRAHEDRON LETT, P3773
[4]   ADDITION OF TRIMETHYLSILYL CYANIDE TO ALPHA-SUBSTITUTED KETONES - CATALYST EFFICIENCY [J].
GREENLEE, WJ ;
HANGAUER, DG .
TETRAHEDRON LETTERS, 1983, 24 (42) :4559-4560
[5]   YB(CN)3-CATALYZED REACTION OF AZIRIDINES WITH CYANOTRIMETHYLSILANE - A FACILE SYNTHESIS OF OPTICALLY PURE BETA-AMINO NITRILES [J].
MATSUBARA, S ;
KODAMA, T ;
UTIMOTO, K .
TETRAHEDRON LETTERS, 1990, 31 (44) :6379-6380
[6]   REACTION OF CYANOTRIMETHYLSILANE WITH OXIRANES UNDER YB(CN)3 CATALYSIS [J].
MATSUBARA, S ;
ONISHI, H ;
UTIMOTO, K .
TETRAHEDRON LETTERS, 1990, 31 (43) :6209-6212
[7]  
Matsubara S., UNPUB
[8]   TRIMETHYSILYL TRIFLATE IN ORGANIC-SYNTHESIS .11. [J].
NOYORI, R ;
MURATA, S ;
SUZUKI, M .
TETRAHEDRON, 1981, 37 (23) :3899-3910
[9]   STEREOSELECTIVE CYANOHYDRIN-FORMING REACTIONS OF CHIRAL ALPHA-AMINO ALDEHYDES [J].
REETZ, MT ;
DREWES, MW ;
HARMS, K ;
REIF, W .
TETRAHEDRON LETTERS, 1988, 29 (27) :3295-3298
[10]   PREPARATION OF RARE EARTH CYANIDES [J].
ROSSMANITH, K .
MONATSHEFTE FUR CHEMIE UND VERWANDTE TEILE ANDERER WISSENSCHAFTEN, 1966, 97 (06) :1698-+