Asymmetric Hydrogenation of β-Aryl Alkylidene Malonate Esters: Installing an Ester Group Significantly Increases the Efficiency
Qiankun Zhao, Wu Xiong, Linping Li, F. Yang, Jian‐Hua Xie, Qi‐Lin Zhou
Abstract
Herein, we report a practical method for efficient asymmetric hydrogenation of β-aryl alkylidene malonates. With a site-specifically tailored chiral spiro iridium catalyst, a series of β-aryl alkylidene malonate esters were hydrogenated to afford chiral malonate esters with good to excellent enantioselectivities (up to 99% ee) and high turnover numbers (up to 19000). The results showed that installing an ester group in α,β-unsaturated carboxylic esters significantly increased the efficiency of their asymmetric hydrogenation reactions.
Topics & Concepts
MalonateChemistryArylIridiumCatalysisOrganic chemistryAsymmetric hydrogenationGroup (periodic table)Medicinal chemistryEnantioselective synthesisAlkylAsymmetric Hydrogenation and CatalysisSurface Chemistry and CatalysisAsymmetric Synthesis and Catalysis