EMAIL THIS PAGE TO A FRIEND

The Journal of organic chemistry

Direct asymmetric hydrogenation of 2-oxo-4-arylbut-3-enoic acids.


PMID 20701319

Abstract

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.

Related Materials

Product #

Image

Description

Molecular Formula

Add to Cart

134716
3-Butenoic acid, 97%
C4H6O2