Bertelsen Søren, Jørgensen Karl Anker
Center for Catalysis, Department of Chemistry, Aarhus University, DK-8000 Aarhus C, Denmark.
Chem Soc Rev. 2009 Aug;38(8):2178-89. doi: 10.1039/b903816g. Epub 2009 May 21.
The use of secondary amines as asymmetric catalysts in transformations of carbonyl compounds has seen tremendous development in recent years. Going from sporadic reports of selected reactions, aminocatalysis can now be considered as one of the methods of choice for many asymmetric functionalizations of carbonyl compounds--primarily of aldehydes and ketones. These functionalizations have been published at a breathtaking pace over the last few years--during the "golden age" and "gold rush" of organocatalysis. This tutorial review will firstly sketch the basic developments in organocatalysis, focussing especially on the use of secondary amines as catalysts for the functionalization of aldehydes and alpha,beta-unsaturated aldehydes, with emphasis on the mechanisms of the transformations and, secondly, outline recent trends within central areas of this research topic. Lastly, we will present our guesses as to where new developments might take organocatalysis in the years to come.
近年来,仲胺作为羰基化合物转化反应中的不对称催化剂得到了巨大发展。从关于特定反应的零星报道开始,如今氨基催化已成为羰基化合物(主要是醛和酮)许多不对称官能团化反应的首选方法之一。在过去几年的有机催化“黄金时代”和“淘金热”期间,这些官能团化反应的发表速度惊人。本教程综述将首先概述有机催化的基本发展情况,特别关注仲胺作为醛和α,β-不饱和醛官能团化反应催化剂的应用,重点阐述反应机理,其次概述该研究主题核心领域的最新趋势。最后,我们将对未来几年有机催化可能的新发展方向进行预测。