期刊
JOURNAL OF ORGANIC CHEMISTRY
卷 75, 期 17, 页码 6027-6030出版社
AMER CHEMICAL SOC
DOI: 10.1021/jo101084t
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资金
- National Natural Science Foundation of China
- Science and Technology Commission
- Education Commission of Shanghai Municipality
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.
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