A remarkable stereocontrol during cobalt(II) chloride catalysed opening of cinnamoyl epoxides with N-substituted anilines

被引：13

作者：

De, A ^{[1
]}

Ghosh, S ^{[1
]}

Iqbal, J ^{[1
]}

机构：

[1] INDIAN INST TECHNOL,DEPT CHEM,KANPUR 208016,UTTAR PRADESH,INDIA

来源：

TETRAHEDRON LETTERS | 1997年 / 38卷 / 48期

关键词：

D O I：

10.1016/S0040-4039(97)10171-X

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The stereochemistry of the cobalt(II) chloride catalysed opening of cinnamoyl epoxides with N-substituted anilines is controlled by the para substituent of the aromatic ring attached to nitrogen atom. Thus the secondary amine having a para methoxy group cleaves the epoxide to afford the corresponding anti amino alcohol as the major product whereas amines containing para chloro, bromo, methyl or hydrogen substituents afford the syn amino alcohols as the major diastereomer. (C) 1997 Elsevier Science Ltd.

引用

页码：8379 / 8382

页数：4