ArticleNature communications2017
Broad-spectrum kinetic resolution of alcohols enabled by Cu-H-catalysed dehydrogenative coupling with hydrosilanes.
Article in Nature communications, 2017. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 10 papers.
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Who cites it
10 citing papers in PubMed.
- Kinetics and Mechanism of Enantioselective Cu-Catalyzed Alcohol Silylation.Journal of the American Chemical Society · 2025Article
- Kinetic Resolution of BINAMs by Stereoselective Copper-Catalyzed Dehydrogenative Si-N Coupling with Prochiral Dihydrosilanes.Organic letters · 2025Article
- Sulfur-Centered Mechanism in Catalytic Methanolysis of Hydrosilanes Mediated by Air-Stable MoInorganic chemistry · 2025Article
- Kinetic Resolution of BINOLs and Biphenols by Atroposelective, Cu-H-Catalyzed Si-O Coupling with Hydrosilanes.Organic letters · 2024Article
- Microbial Transformations of Halolactones and Evaluation of Their Antiproliferative Activity.International journal of molecular sciences · 2023Article
- Sustainable Synthesis of Silicon Precursors Coupled with Hydrogen Delivery Based on Circular Economy via Molecular Cobalt-Based Catalysts.ACS sustainable chemistry & engineering · 2022Article
- One out of Four: Kinetic Resolution of Stereoisomeric Mixtures of Secondary Alcohols with a Quaternary Carbon Atom in the β-Position by Cu-H-Catalyzed Enantioselective Silylation.ACS organic & inorganic Au · 2022Article
- Dynamic Kinetic Resolution of Alcohols by Enantioselective Silylation Enabled by Two Orthogonal Transition-Metal Catalysts.Angewandte Chemie (International ed. in English) · 2021Article
- Cyclic metal(oid) clusters control platinum-catalysed hydrosilylation reactions: from soluble to zeolite and MOF catalysts.Chemical science · 2020Article
- Chemoenzymatic Synthesis of Enantiomeric, Bicyclic δ-Halo-γ-lactones with a Cyclohexane Ring, Their Biological Activity and Interaction with Biological Membranes.Biomolecules · 2020Article
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Authors and funding
3 authors.
Funding
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Abstract
The enantioselective silylation of racemic alcohols, where one enantiomer reacts faster than the other, is an alternative approach to established enzymatic and non-enzymatic acylation techniques. The existing art is either limited to structurally biased alcohols or requires elaborate catalysts. Simple substrates, such as benzylic and allylic alcohols, with no coordinating functionality in the proximity of the hydroxy group have been challenging in these kinetic resolutions. We report here the identification of a broadly applicable chiral catalyst for the enantioselective dehydrogenative coupling of alcohols and hydrosilanes with both the chiral ligand and the hydrosilane being commercially available. The efficiency of kinetic resolutions is characterized by the selectivity factor, that is, the ratio of the reaction rates of the fast-reacting over the slow-reacting enantiomer. The selectivity factors achieved with the new method are good for acyclic benzylic alcohols (≤170) and high for synthetically usefully cyclic benzylic (≤40.1) and allylic alcohols (≤159).
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