Catalytic Asymmetric Hydrogenation of 3-Ethoxycarbonyl Quinolin-2-ones and Coumarins
Qiankun Zhao, Wu Xiong, F. Yang, Pu‐Cha Yan, Jian‐Hua Xie, Qi‐Lin Zhou
Abstract
A protocol of iridium catalyzed asymmetric hydrogenation of 4-alkyl substituted 3-ethoxycarbonyl quinolin-2-ones and coumarins has been reported, providing a wide range of chiral dihydroquinolin-2-ones and dihydrocoumarins in high yields with excellent enantioselectivities (up to 99% ee) and high turnover numbers (up to 28 000). This efficient protocol was successfully applied for the synthesis of MPR3160 and the key chiral intermediate of R-106578.
Topics & Concepts
ChemistryAsymmetric hydrogenationCatalysisIridiumCombinatorial chemistryAlkylEnantioselective synthesisOrganic chemistryAsymmetric Hydrogenation and CatalysisAsymmetric Synthesis and CatalysisSurface Chemistry and Catalysis