Li, Mao-Lin published the artcileCarboxyl Group-Directed Iridium-Catalyzed Enantioselective Hydrogenation of Aliphatic ¦Ã-Ketoacids, HPLC of Formula: 2051-95-8, the publication is ACS Catalysis (2020), 10(17), 10032-10039, database is CAplus.
Although the transition metal-catalyzed asym. hydrogenation of aromatic ketones has been extensively explored, the enantioselective hydrogenation of aliphatic ketones remains a challenge because chiral catalysts cannot readily discriminate between the re and si faces of these ketones. Herein, we report a carboxyl-directing strategy for the asym. hydrogenation of aliphatic ¦Ã-ketoacids. With catalysis by iridium complexes bearing chiral spiro phosphino-oxazoline ligands, hydrogenation of aliphatic ¦Ã-ketoacids afforded chiral ¦Ã-hydroxylacids with high enantioselectivity (up to 99% ee). Mechanistic studies revealed that the carboxyl group of the substrate directs hydrogen transfer and ensures high enantioselectivity. D. functional theory calculations suggested the occurrence of chiral induction involving a hydrogen-hydrogen interaction between a hydride on the iridium atom and the substituent on the oxazoline ring of the ligand, and on the basis of the calculations, we proposed a catalytic cycle involving only Ir(III), which differs from the Ir(III)/Ir(V) catalytic cycle that operates in the hydrogenation of ¦Á,¦Â-unsaturated carboxylic acids.
ACS Catalysis published new progress about 2051-95-8. 2051-95-8 belongs to catalysis-chemistry, auxiliary class Carboxylic acid,Benzene,Ketone, name is 3-Benzoylpropionicacid, and the molecular formula is C10H10O3, HPLC of Formula: 2051-95-8.
Referemce:
https://courses.lumenlearning.com/boundless-chemistry/chapter/catalysis/,
Catalysis – Wikipedia