KF/Al2O3 mediated 1,3-dipolar cycloaddition of azomethine ylides:: a novel and convenient procedure for the synthesis of highly substituted pyrrolidines

被引:57
作者
Boruah, Monalisa [1 ]
Konwar, Dilip [1 ]
Das Sharma, Saikat [1 ]
机构
[1] Reg Res Lab, Div Organ Chem, Assam, India
关键词
cycloaddition reaction; KF/Al2O3; azomethine ylide; regioselectivity; diastereoselectivity;
D O I
10.1016/j.tetlet.2007.04.131
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The regio- and diastereoselective synthesis of pyrrolidine derivatives through 1,3-dipolar cycloaddition of an azomethine ylide and dipolarophile mediated by KF/Al2O3, a versatile solid supported reagent, is reported. KF/Al2O3 is sufficiently basic such that it can deprotonate alpha-imino esters to generate azomethine ylides and it also functions as a solid supported catalyst leading to the cycloadduct rather than the Michael adduct. (c) 2007 Elsevier Ltd. All rights reserved.
引用
收藏
页码:4535 / 4537
页数:3
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