Department of Chemistry, Aarhus University, Langelandsgade 140, DK-8000 Aarhus C, Denmark.
Chem Soc Rev. 2017 Feb 20;46(4):1080-1102. doi: 10.1039/c6cs00713a.
Cycloaddition reactions are among the most important tools for the construction of cyclic compounds in organic synthesis, since these reactions are vital to access natural products and biologically active compounds. Organocatalysis plays an increasingly pivotal role in these reactions, often allowing several stereocenters to be selectively created and integrated in the target molecule. Among the large number of efficient types of organocatalysts available, the diarylprolinol silyl ethers have been established as one of the most frequently used in aminocatalysis allowing for novel activation modes and reaction concepts. In this review, we will focus on the different activation modes made available by the diarylprolinol silyl ether system with the aim of highlighting their applicability in asymmetric cycloadditions for the assembly of complex molecular architectures.
环加成反应是有机合成中环状化合物构建的最重要工具之一,因为这些反应对于获得天然产物和生物活性化合物至关重要。有机催化在这些反应中起着越来越关键的作用,通常允许选择性地创建和整合几个立体中心到目标分子中。在大量有效的有机催化剂类型中,二芳基脯氨醇硅醚已被确立为氨基催化中最常用的催化剂之一,允许新的活化模式和反应概念。在这篇综述中,我们将重点介绍二芳基脯氨醇硅醚体系提供的不同活化模式,旨在强调其在不对称环加成反应中用于组装复杂分子结构的适用性。