A catalytic approach to the base-promoted reaction of epoxides with activated methylenes

被引：29

作者：

Angelini, Tommaso ^{[1
]}

Fringuelli, Francesco ^{[1
]}

Lanari, Daniela ^{[1
]}

Pizzo, Ferdinando ^{[1
]}

Vaccaro, Luigi ^{[1
]}

机构：

[1] Univ Perugia, Dipartimento Chim, I-06123 Perugia, Italy

来源：

TETRAHEDRON LETTERS | 2010年 / 51卷 / 12期

关键词：

Epoxides; 1,3-Dicarbonyl compounds; Solid bases; Solvent-free conditions (SolFCs); ALPHA; BETA-UNSATURATED CARBONYL-COMPOUNDS; UNCHARGED AUXILIARY BASES; REUSABLE CATALYST; STYRENE OXIDE; EFFICIENT; THIOLYSIS; WATER; 1,2-EPOXIDES; ESTER; ORGANOCATALYSIS;

D O I：

10.1016/j.tetlet.2010.01.055

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

This contribution reports the results obtained in the definition of a catalytic method for the nucleophilic ring opening of epoxides by activated methylenes promoted by a polymer-supported base. The attention has been focused oil the use of polymer supported bases and the best results have been obtained by using 4-(dimethylamino)pyridine (PS-DMAP) and 2-tert-butylimino-2-diethylamino-1,3-dimethyl-perhydro-1,3,2-diazaphosphorine both oil polystyrene (PS-BEMP). Solvent-free conditions has been essential for reaching a sufficient reactivity to realize this process, in fact when a reaction medium is used, the processes are almost unfeasible. (C) 2010 Elsevier Ltd. All rights reserved.

引用

页码：1566 / 1569

页数：4

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