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.
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.
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.).