Novel prolinamide-ureas as organocatalysts for the asymmetric aldol reaction

被引：36
|
作者：
Revelou, Panagiota [1 ]
Kokotos, Christoforos G. [1 ]
Moutevelis-Minakakis, Panagiota [1 ]
机构：
[1] Univ Athens, Dept Chem, Organ Chem Lab, GR-15771 Athens, Greece
来源：
TETRAHEDRON | 2012年 / 68卷 / 42期
关键词：
Aldol reaction; Organocatalysis; Prolinamides; Ureas; Asymmetric synthesis; DERIVATIVES; CHEMISTRY; CATALYSIS; MICHAEL; WATER;
D O I：
10.1016/j.tet.2012.08.023
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
Among the various versions of the aldol reaction, the enantioselective reaction between cyclic ketones and aldehydes constitutes a typical reaction model for the evaluation of novel organocatalysts. A multifunctional organocatalyst consisting of a prolinamide moiety, a gem diamine unit and a urea group was successfully employed in this asymmetric transformation. The products of the reaction between various ketones and aldehydes were obtained in high yields (up to 98%) with excellent diastereo- (up to >98:2 dr) and enantioselectivities (up to 99% ee). (C) 2012 Elsevier Ltd. All rights reserved.
引用
收藏
页码：8732 / 8738
页数：7
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