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

来源：

TETRAHEDRON LETTERS | 1990年 / 31卷 / 04期

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.

引用

页码：575 / 576

页数：2

共 14 条

[1] ATKINS RK, 1986, TETRAHEDRON LETT, P2451
[2] A CONVENIENT PREPARATION OF BETA-AMINO ALCOHOLS FROM EPOXIDES AND HALOMAGNESIUM ALKYLAMIDES
CARRE, MC
HOUMOUNOU, JP
CAUBERE, P
[J]. 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
DEYRUP, JA
MOYER, CL
[J]. 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
FUJIWARA, M
IMADA, M
BABA, A
MATSUDA, H
[J]. TETRAHEDRON LETTERS, 1989, 30 (06) : 739 - 742
[8] REACTION OF EPOXIDES WITH COBALT HYDROCARBONYL AND COBALT TETRACARBONYL ANION
HECK, RF
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1963, 85 (10) : 1460 - &
[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
KISSEL, CL
RICKBORN, B
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1972, 37 (13) : 2060 - &

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