A novel one-pot synthesis of cyanohydrin alkyl ethers from aldehydes catalyzed by iron(III) chloride

被引:22
作者
Iwanami, K [1 ]
Oriyama, T [1 ]
机构
[1] Ibaraki Univ, Fac Sci, Dept Environm Sci, Mito, Ibaraki 3108512, Japan
关键词
D O I
10.1246/cl.2004.1324
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
A variety of cyanohydrin alkyl ethers were readily prepared from aldehydes with trimethylsilyl cyanide and alkoxy-trimethylsilane under the influence of a catalytic amount of iron(III) chloride in a convenient one-pot procedure.
引用
收藏
页码:1324 / 1325
页数:2
相关论文
共 22 条
[1]   Trimethylsilyl cyanide addition to carbonyl compounds under neutral condition catalyzed by iodine [J].
Azizi, N ;
Saidi, MR .
PHOSPHORUS SULFUR AND SILICON AND THE RELATED ELEMENTS, 2003, 178 (10) :2111-2115
[2]   Indium tribromide:: a highly effective catalyst for the addition of trimethylsilyl cyanide to α-hetero-substituted ketones [J].
Bandini, M ;
Cozzi, PG ;
Melchiorre, P ;
Umani-Ronchi, A .
TETRAHEDRON LETTERS, 2001, 42 (16) :3041-3043
[3]   Chemically catalyzed asymmetric cyanohydrin syntheses [J].
Brunel, JM ;
Holmes, IP .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2004, 43 (21) :2752-2778
[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, V49, P4929
[6]   ADDITION OF TERT-BUTYLDIMETHYLSILYL OR TERT-BUTYLDIPHENYLSILYL CYANIDE TO HINDERED KETONES [J].
GOLINSKI, M ;
BROCK, CP ;
WATT, DS .
JOURNAL OF ORGANIC CHEMISTRY, 1993, 58 (01) :159-164
[7]  
Green T.W., 1999, PROTECTIVE GROUPS OR, p[76, 708]
[8]   Cyanohydrins in nature and the laboratory: Biology, preparations, and synthetic applications [J].
Gregory, RJH .
CHEMICAL REVIEWS, 1999, 99 (12) :3649-3682
[9]   DABCO-CATALYZED COUPLING OF ALDEHYDES AND ACTIVATED DOUBLE-BONDS .9. DABCO-MEDIATED SYNTHESIS AND BIOLOGICAL-ACTIVITY OF CYANOHYDRIN ESTERS [J].
HOFFMANN, HMR ;
ISMAIL, ZM ;
HOLLWEG, R ;
ZEIN, AR .
BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN, 1990, 63 (06) :1807-1810
[10]   THE CHEMISTRY OF ACYL CYANIDES [J].
HUNIG, S ;
SCHALLER, R .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH, 1982, 21 (01) :36-49