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Highly enantioselective hydrogenation of 2-oxo-4-arybutanoic acids to 2-hydroxy-4-arylbutanoic acids |
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| Authors: | Lufeng ZhuHouhe Chen Qinghua MengWeizheng Fan Xiaomin XieZhaoguo Zhang |
| Affiliation: | a School of Chemical Engineering, Nanjing University of Science and Technology, 200 Xiaolingwei, Nanjing 210094, China b School of Chemistry and Chemical Engineering, Shanghai Jiao Tong University, 800 Dongchuan Road, Shanghai 200240, China c Shanghai Institute of Organic Chemistry, 345 Lingling Road, Shanghai 200032, China |
| Abstract: | The Ru-catalyzed asymmetric hydrogenation of 2-oxo-4-arybutanoic acids to afford 2-hydroxy-4-arybutanoic acids was accomplished by employing SunPhos as chiral ligand and 1 M aq HBr as additive. The high enantioselectivities (88.4%-92.6% ee) and efficiency (TON=10,000, TOF=300 h−1) make this method efficient for the synthesis of an important intermediate, (R)-2-hydroxy-4-phenylbutanoic acid, for ACE inhibitors. |
| Keywords: | Asymmetric hydrogenation α-Keto acid Ruthenium SunPhos Additive |
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