手性羟基四亚苯基-硼配合物催化2'-羟基查尔酮的不对称狄尔斯-阿尔德环加成反应
Chiral Hydroxytetraphenylene-Boron Complex Catalyzed Asymmetric Diels-Alder Cycloaddition of 2'-Hydroxychalcones.
作者信息
Chai Guo-Li, Qiao Yan, Zhang Ping, Guo Rong, Wang Juan, Chang Junbiao
机构信息
Henan Key Laboratory of Organic Functional Molecules and Drug Innovation, School of Chemistry and Chemical Engineering, Henan Normal University, Xinxiang, Henan 453007, China.
College of Chemistry, Zhengzhou University, Zhengzhou 450001, China.
出版信息
Org Lett. 2020 Oct 16;22(20):8023-8027. doi: 10.1021/acs.orglett.0c02978. Epub 2020 Sep 29.
()-2,15-Cl-DHTP-boron complex catalyst for the asymmetric Diels-Alder cycloaddition of 2'-hydroxychalcones and dienes was developed and tested. The resulting cyclohexenes with three chiral centers were obtained in high yields (up to 98%) with excellent stereoselectivities (up to >20:1 /, >99% ee). This catalytic system features high efficiency, broad substrate scopes, and mild reaction conditions. In addition, a DFT study was performed to explain the stereochemical course of the asymmetric induction.
开发并测试了用于2'-羟基查尔酮与二烯的不对称狄尔斯-阿尔德环加成反应的()-2,15-二氯二氢睾酮-硼配合物催化剂。所得具有三个手性中心的环己烯以高收率（高达98%）和优异的立体选择性（高达>20:1 /，>99% ee）获得。该催化体系具有高效、底物范围广和反应条件温和的特点。此外，进行了密度泛函理论研究以解释不对称诱导的立体化学过程。
Zotero 插件