ArticleNature communications2024
Nickel-catalyzed asymmetric hydrogenation for the preparation of α-substituted propionic acids.
Article in Nature communications, 2024. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 5 papers.
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Who cites it
5 citing papers in PubMed.
- Synthesis of 2,3-(Diheterocyclyl)Propanoic Acid Esters as New Building Blocks via Complementary Meldrum's Acid and Aza-Michael Strategies.Molecules (Basel, Switzerland) · 2026Article
- Enantioselective Electrocatalytic Hydrogenation of α,β-Unsaturated Esters and Allylic Alcohols.Nature communications · 2026Article
- Unlocking enzymatic deracemization of structurally diverse allenes by designed photoenzymes.Nature communications · 2026Article
- Rationally designed Fe-cyclopentadienone with unique orientations for efficient asymmetric hydrogenation of acylsilanes.Nature communications · 2025Article
- Nickel-Driven Electrochemical Upgrading of Kraft Lignin to Value-Added Aliphatic and Phenolic Products.Molecules (Basel, Switzerland) · 2025Article
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Authors and funding
7 authors.
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Abstract
Transition metal-catalyzed asymmetric hydrogenation is one of the most efficient methods for the preparation of chiral α-substituted propionic acids. However, research on this method, employing cleaner earth-abundant metal catalysts, is still insufficient in both academic and industrial contexts. Herein, we report an efficient nickel-catalyzed asymmetric hydrogenation of α-substituted acrylic acids affording the corresponding chiral α-substituted propionic acids with up to 99.4% ee (enantiomeric excess) and 10,000 S/C (substrate/catalyst). In particular, this method can be used to obtain (R)-dihydroartemisinic acid with 99.8:0.2 dr (diastereomeric ratio) and 5000 S/C, which is an essential intermediate for the preparation of the antimalarial drug Artemisinin. The reaction mechanism has been investigated via experiments and DFT (Density Functional Theory) calculations, which indicate that the protonolysis of the C-Ni bond of the key intermediate via an intramolecular proton transfer from the carboxylic acid group of the substrate, is the rate-determining step.
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