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Synfacts 2016; 12(06): 0589
DOI: 10.1055/s-0035-1562190
DOI: 10.1055/s-0035-1562190
Metal-Catalyzed Asymmetric Synthesis and Stereoselective Reactions
Ruthenium(II)-Catalyzed Asymmetric Transfer Hydrogenation Reaction
Cotman AE, Cahard D, Mohar B * University of Ljubljana and National Institute of Chemistry, Ljubljana, Slovenia; Université et INSA de Rouen, Mont Saint Aignan, France
Stereoarrayed CF3-Substituted 1,3-Diols by Dynamic Kinetic Resolution: Ruthenium(II)-Catalyzed Asymmetric Transfer Hydrogenation.
Angew. Chem. Int. Ed. 2016;
55: 5294-5298
Stereoarrayed CF3-Substituted 1,3-Diols by Dynamic Kinetic Resolution: Ruthenium(II)-Catalyzed Asymmetric Transfer Hydrogenation.
Angew. Chem. Int. Ed. 2016;
55: 5294-5298
Further Information
Publication History
Publication Date:
17 May 2016 (online)
Significance
In this report, ruthenium-based transfer hydrogenation catalysts are described. The catalysts exhibit impressive turnover numbers with excellent enantioselectivities for the selective reduction of CF3-substituted 1,3-dicarbonyl compounds. The substrates include benzo-fused cyclic ketones which undergo reduction to furnish one stereoisomer.
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Comment
Transfer hydrogenation (TH) reactions are milder and safer alternatives to metal-on-carbon-based hydrogenation reactions. Although the scope is usually limited to the reduction of carbonyls, TH avoids the use of highly pressurized systems. These reported ruthenium-based transfer hydrogenation catalysts are notable achievements in this field.
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