1190946-81-6Relevant articles and documents
Iridium/f-Amphox-Catalyzed Asymmetric Hydrogenation of Styrylglyoxylamides
Wang, Simin,Yu, Yuena,Wen, Jialin,Zhang, Xumu
, p. 2203 - 2207 (2018/09/29)
We report an iridium-catalyzed asymmetric hydrogenation reaction for the preparation of chiral homophenylalanine derivatives. Catalyzed by an iridium/f-amphox complex, the asymmetric hydrogenation of styrylglyoxylamides was conducted smoothly with turnover numbers of up to 10,000 and up to 98% ee. This method was successfully applied in a synthesis of a fragment of benazepril, a drug used for the treatment of high blood pressure.
Rhodium-catalyzed asymmetric arylation of β,γ-unsaturated α-ketoamides for the construction of nonracemic γ,γ- diarylcarbonyl compounds
Wang, Juanjuan,Wang, Min,Cao, Peng,Jiang, Liyin,Chen, Guihua,Liao, Jian
, p. 6673 - 6677 (2014/07/08)
A highly regio- and enantioselective rhodium-catalyzed 1,4-addition of arylboronic acids to β,γ-unsaturated α-ketoamides using a simple new chiral sulfinylphosphine ligand is described. This transformation provides an attractive approach to construct chiral nonracemic γ,γ-diarylsubstituted carbonyl compounds, as exemplified in the concise syntheses of sertraline and tetrahydroquinoline-2-carboxylamide. Constructing chiral carbonyls: A simple new chiral sulfinylphosphine ligand L was developed, which promoted excellent 1,4-selectivities and enantioselectivities in the rhodium-catalyzed conjugate addition of arylboronic acids to β,γ-unsaturated α-ketoamides. The desired γ,γ-diaryl-α-ketocarbonyl compounds were afforded with high yields and high optical purities.
Enantioselective copper-catalyzed conjugate addition of trimethylaluminum to β,γ-unsaturated α-ketoamides: Efficient access to γ-methyl-substituted carbonyl compounds
Goncalves-Contal, Sylvie,Gremaud, Ludovic,Alexakis, Alexandre
, p. 12701 - 12704 (2013/12/04)
Picture perfect: By using the reagent trimethylaluminium and β,γ-unsaturated α-ketoamides, 1,4-adducts were obtained with perfect 1,4-regioselectivity and good to excellent yields and ee values. The potential synthetic utility of the methodology was highl
Synthesis and biological evaluation of α-ketoamides as inhibitors of the Dengue virus protease with antiviral activity in cell-culture
Steuer, Christian,Gege, Christian,Fischl, Wolfgang,Heinonen, Karl H.,Bartenschlager, Ralf,Klein, Christian D.
supporting information; experimental part, p. 4067 - 4074 (2011/08/21)
The development of small molecule inhibitors of the viral protease is of considerable interest for the treatment of emergent flaviviral diseases such as Dengue or West Nile fever. Until today little progress has been made in finding drug-like compounds th
Highly efficient synthesis of trans-β,γ-unsaturated α-keto amides
Allais, Christophe,Constantieux, Thierry,Rodriguez, Jean
experimental part, p. 2523 - 2530 (2009/12/25)
A highly efficient, metal-free, and selective access to trans-β,γ-unsaturated α-keto amides is described via peptidic coupling, involving easy to prepare trans-β,γ-unsaturated α-keto acids and commercially available amines. Georg Thieme Verlag Stuttgart.
