118806-93-2Relevant articles and documents
Direct asymmetric hydrogenation of 2-oxo-4-arylbut-3-enoic acids
Zhu, Lvfeng,Meng, Qinghua,Fan, Weizheng,Xie, Xiaomin,Zhang, Zhaoguo
, p. 6027 - 6030 (2010)
A challenging direct asymmetric hydrogenation of (E)-2-oxo-4-arylbut-3- enoic acids to give 2-hydroxy-4-arylbutanoic acids (85.4-91.8% ee) was achieved with a Ru catalyst based on SunPhos as the chiral ligand. Further investigation of the reaction revealed that partial isomerization of 2-hydroxy-4-arylbutenoic acids was involved in the hydrogenation process. Employing the reaction conditions to the hydrogenation of 2-oxo-4-phenylbutanoic acid resulted in better enantioselectivity (91.8% ee) and efficiency (TON = 2000, TOF = 200 h-1), which offers a useful method for the synthesis of a common intermediate for ACE inhibitors.
Diversity-Oriented Synthesis of Spirocyclohexene Indane-1,3-diones and Coumarin-Fused Cyclopentanes via an Organobase-Controlled Cascade Reaction
Wang, Min,Tseng, Ping-Yao,Chi, Woei-Jye,Suresh, Sundaram,Edukondalu, Athukuri,Chen, Yi-Ru,Lin, Wenwei
supporting information, p. 3407 - 3415 (2020/07/16)
An organobase-controlled, divergent cascade reaction to construct spirocyclohexene indane-1,3-diones and coumarin-fused cyclopentanes is reported. The cascade reaction is triggered by the 1,6-addition of 3-homoacylcoumarins to the indanedione-derived acce
Asymmetric hydrogenation method of alpha-ketone amide compound
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Paragraph 0197; 0198; 0199; 0200; 0201, (2018/10/04)
The invention belongs to the field of asymmetric catalysis, and discloses an asymmetric hydrogenation method of an alpha-ketone amide compound. The asymmetric hydrogenation method comprises the following steps that under the existence of a catalyst, alkali and a solvent, an alpha-ketone-beta-alkene amide compound is subjected to reduction in the hydrogen atmosphere, and an alpha-hydroxyl-beta alkene amide compound is obtained; and the catalyst is obtained through complexing of metal iridium salt and a chiral ligand, and the chiral ligand is selected from the following compounds: (the formulasare shown in the description). The asymmetric hydrogenation method is easy to operate, high in conversion rate and selectivity and low in cost, has the advantages of being high in atom economy and environmentally friendly, and has a very good industrialized application prospect.
Photoactivity hexahydroquinolinone and preparation method thereof
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Paragraph 0043; 0081-0083, (2017/07/21)
The invention discloses photoactivity hexahydroquinolinone and a preparation method thereof. The photoactivity hexahydroquinolinone is a diastereoisomer consisting of a compound shown as a formula I and a compound shown as a formula II, wherein a diastere
Catalytic Generation of Donor-Acceptor Cyclopropanes under N-Heterocyclic Carbene Activation and their Stereoselective Reaction with Alkylideneoxindoles
Prieto, Liher,Sánchez-Díez, Eduardo,Uria, Uxue,Reyes, Efraím,Carrillo, Luisa,Vicario, Jose L.
supporting information, p. 1678 - 1683 (2017/05/22)
Formylcyclopropanes undergo activation in the presence of an N-heterocyclic carbene catalyst generating a donor-acceptor cyclopropane intermediate with the ability to undergo ring-opening followed by formal [4+2] cycloaddition with alkylideneoxindoles. This enables the direct enantio- and diastereoselective synthesis of tetrahydropyrano[2,3-b]indoles through the use of a chiral NHC catalyst. (Figure presented.).
α-Alkoxycarbonyl-α-hydroxy secondary amides from a carbamoylsilane and α-ketoesters
Li, Weidong,Han, Yuling,Chen, Jianxin
, p. 5813 - 5819 (2017/09/05)
The addition of N-methoxymethyl-N-organylcarbamoyl(trimethyl)silane to α-ketoesters in anhydrous toluene at 60 °C afforded α-alkoxycarbonyl-α-siloxy amides in high yields (75–96%). The methoxymethyl was used as an amino protecting group and could be easily converted into hydrogen atom by simple acid hydrolysis leading to α-alkoxycarbonyl-α- hydroxy secondary amides.
A New Strategy for Enantioselective Construction of Multisubstituted Five-Membered Oxygen Heterocycles via a Domino Michael/Hemiketalization Reaction
Hua, Yuan-Zhao,Liu, Meng-Meng,Huang, Pei-Jin,Song, Xixi,Wang, Min-Can,Chang, Jun-Biao
supporting information, p. 11994 - 11998 (2015/08/18)
A new highly enantioselective domino Michael/hemiketalization reaction of α-hydroxyacetophenone with β,γ-unsaturated α-keto esters for the synthesis of 2,2,4,5-tetrasubstituted chiral tetrahydrofurans is reported. With 2 mol% intramolecular dinuclear zinc
Enantioselective copper(I/II)-catalyzed conjugate addition of nitro esters to β,γ-unsaturated α-ketoesters
Zhang, Sheng,Xu, Kun,Guo, Fengfeng,Hu, Yanbin,Zha, Zhenggen,Wang, Zhiyong
supporting information, p. 979 - 982 (2014/02/14)
A highly enantioselective Michael addition of nitroacetates to β,γ-unsaturated α-ketoesters was developed by using chiral copper catalysts. The Michael addition products can be obtained in high yields with up to 99 % ee. With these densely functionalized products, the chiral cyclic nitrones, which are important synthetic intermediates, can be obtained in one step. Copyright
Enantioselective copper-catalyzed conjugate addition of trimethylaluminium to β,γ-unsaturated α-ketoesters
Gremaud, Ludovic,Alexakis, Alexandre
supporting information; experimental part, p. 794 - 797 (2012/03/09)
Not a cop out: The copper-catalyzed asymmetric conjugate addition of organometallic reagents to Michael acceptors is an important methodology for forming a C-C bond in an enantioselective manner. Such an addition of Me 3Al to β,γ-unsaturated α-
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.
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
