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Palladium-Catalyzed Asymmetric Hydrogenation of Unprotected 3-Substituted Indoles

Kun Wang, Yanjiang Yu, Xiaoqing Wang, Yu-Qing Bai, Mu‐Wang Chen, Yong‐Gui Zhou

2022The Journal of Organic Chemistry22 citationsDOI

Abstract

A palladium-catalyzed asymmetric hydrogenation of unprotected 3-substituted indoles was developed, providing a series of 3-substituted indolines in excellent yields with ≤94.4:5.6 er. The large sterically hindered bisphosphine ligand played a crucial role in the enantioselective control. In addition, the gram-scale hydrogenation experiment and product derivatizations were performed successfully.

Topics & Concepts

PalladiumSteric effectsAsymmetric hydrogenationChemistryEnantioselective synthesisCatalysisLigand (biochemistry)Combinatorial chemistryOrganic chemistryNoyori asymmetric hydrogenationReceptorBiochemistryAsymmetric Hydrogenation and CatalysisSurface Chemistry and CatalysisAsymmetric Synthesis and Catalysis
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