Proline-cyclodextrin conjugates: synthesis and evaluation as catalysts for aldol reaction in water

被引：24

作者：

Doyagueez, Elisa G. ^{[1
]}

Fernandez-Mayoralas, Alfonso ^{[1
]}

机构：

[1] CSIC, Inst Quim Organ Gen, Dept Quim Bioorgan, E-28006 Madrid, Spain

来源：

TETRAHEDRON | 2012年 / 68卷 / 36期

关键词：

Aldol reaction; Organocatalyst; Proline; beta-Cyclodextrin; BETA-CYCLODEXTRIN; TERMINAL ALKYNES; ORGANOCATALYSIS; COMPLEXES; THERMODYNAMICS; CONDENSATIONS; DERIVATIVES; AZIDES;

D O I：

10.1016/j.tet.2012.06.089

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The synthesis of six conjugates of L-proline and beta-cyclodextrin and their evaluation as catalysts of aldol reaction in water are described. The results indicated that the nature of the linker between proline and beta-cyclodextrin is important for catalytic activity: the one with the most flexible linker gave the best results. Inhibition experiments showed that the cavity of beta-cyclodextrin plays a role in the catalysis. Permethylation of the cyclodextrin hydroxyl groups led to higher conversion rates. (C) 2012 Elsevier Ltd. All rights reserved.

引用

页码：7345 / 7354

页数：10

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