AN UNUSUAL CHEMOSELECTIVITY IN COBALT(II) CHLORIDE CATALYZED CLEAVAGE OF OXIRANES WITH ANILINES - A HIGHLY REGIOSELECTIVE SYNTHESIS OF BETA-AMINO ALCOHOLS

被引:105
作者
IQBAL, J
PANDEY, A
机构
[1] Department of Chemistry, Indian Institute of Technology, Kanpur
关键词
D O I
10.1016/0040-4039(90)87039-3
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Cobalt(II) chloride catalyses the regioselective cleavage of oxiranes with anilines and p-methoxyanilineto the corresponding β -amino alcohols in excellent yields. Benzylic and aliphatic amines do not react under these conditions. © 1990.
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页码:575 / 576
页数:2
相关论文
共 14 条
[1]  
ATKINS RK, 1986, TETRAHEDRON LETT, P2451
[2]   A CONVENIENT PREPARATION OF BETA-AMINO ALCOHOLS FROM EPOXIDES AND HALOMAGNESIUM ALKYLAMIDES [J].
CARRE, MC ;
HOUMOUNOU, JP ;
CAUBERE, P .
TETRAHEDRON LETTERS, 1985, 26 (26) :3107-3110
[3]  
CHOW YL, 1980, REACTIVE INTERMEDIAT, V1, P151
[4]  
CROOKS PA, 1973, CHEM IND-LONDON, P1111
[5]   1,2,3-OXATHIAZOLIDINES - A NEW HETEROCYCLIC SYSTEM [J].
DEYRUP, JA ;
MOYER, CL .
JOURNAL OF ORGANIC CHEMISTRY, 1969, 34 (01) :175-&
[6]  
FIORENZA M, 1983, SYNTHESIS-STUTTGART, P640
[7]   TETRAPHENYLSTIBONIUM TRIFLATE AS A REGIOSELECTIVE AND CHEMOSELECTIVE CATALYST IN THE REACTION OF OXIRANES WITH AMINES [J].
FUJIWARA, M ;
IMADA, M ;
BABA, A ;
MATSUDA, H .
TETRAHEDRON LETTERS, 1989, 30 (06) :739-742
[9]  
JENSEN FR, 1970, J AM CHEM SOC, V92, P1414
[10]   BASE-INDUCED REARRANGEMENT OF EPOXIDES .4. REACTION OF CYCLOHEXENE OXIDE WITH VARIOUS LITHIUM ALKYLAMIDES [J].
KISSEL, CL ;
RICKBORN, B .
JOURNAL OF ORGANIC CHEMISTRY, 1972, 37 (13) :2060-&