Guanidinium-catalyzed addition of pyrrolidine to 2-(5H)-furanone

被引：16

作者：

Martín-Portugués, M ^{[1
]}

Alcázar, V ^{[1
]}

Prados, P ^{[1
]}

de Mendoza, J ^{[1
]}

机构：

[1] Univ Autonoma Madrid, Dept Quim Organ, E-28049 Madrid, Spain

来源：

TETRAHEDRON | 2002年 / 58卷 / 15期

关键词：

Michael addition; guanidinium; supramolecular catalyst;

D O I：

10.1016/S0040-4020(02)00195-3

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Bicyclic guanidinium derivatives with different side arms efficiently catalyze the conjugate addition of pyrrolidine to 2-(5H)-furanone. the best results being obtained when the two chains are an aromatic residue and an amine or imidazole, respectively. The catalysis is likely due to the development of strong ion-pairing and hydrogen-bonding in the transition state. (C) 2002 Elsevier Science Ltd. All rights reserved.

引用

页码：2951 / 2955

页数：5

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