Diethylzinc-mediated 1,3-dipolar cycloaddition reaction of chiral azomethine ylides:: asymmetric synthesis of ferrocenyl-substituted pyrrolidine derivatives

被引：17

作者：

Dogan, Ö

Öner, I

Ülkü, D

Arici, C

机构：

[1] Middle E Tech Univ, Dept Chem, TR-06531 Ankara, Turkey

[2] Hacettepe Univ, Dept Phys, TR-06544 Ankara, Turkey

来源：

TETRAHEDRON-ASYMMETRY | 2002年 / 13卷 / 19期

关键词：

D O I：

10.1016/S0957-4166(02)00576-1

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

Asymmetric synthesis of ferrocenyl-substituted pyrrolidine derivatives was successfully achieved by diethylzinc-mediated 1,3-dipolar cycloaddition reactions of chiral azomethine ylides with a number of electron-deficient dipolarophiles. Chiral azomethine ylides were formed by condensing glycyl sultam with ferrocenecarboxaldehyde via imine tautomerization and complexation with diethylzinc. All of the cycloaddition reactions gave ferrocenyl-substituted pyrrolidine derivatives with very high regio- and diastereoselectivity in reasonable yields. (C) 2002 Elsevier Science Ltd. All rights reserved.

引用

页码：2099 / 2104

页数：6

共 31 条

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