Shen Juan, Tan Choon-Hong
Department of Chemistry, National University of Singapore, 3 Science Drive 3, Singapore 117543.
Org Biomol Chem. 2008 Sep 21;6(18):3229-36. doi: 10.1039/b809505c. Epub 2008 Jul 31.
The enantioselective Diels-Alder reaction is one of the most important reactions for the synthesis of complex molecules. It provides access to chiral six-membered carbocyclic compounds containing up to four stereogenic centers in a single step. Asymmetric catalysis in the Diels-Alder reaction has mainly been realized using chiral Lewis acids. In this perspective, we describe several cases of chiral Brønsted-acid and Brønsted-base catalyzed Diels-Alder reactions, providing an overview of this rapidly growing field.
对映选择性狄尔斯-阿尔德反应是合成复杂分子最重要的反应之一。它能在一步反应中得到含有多达四个手性中心的手性六元碳环化合物。狄尔斯-阿尔德反应中的不对称催化主要是通过手性路易斯酸来实现的。从这个角度出发,我们描述了几例手性布朗斯特酸和布朗斯特碱催化的狄尔斯-阿尔德反应,对这个快速发展的领域进行了概述。