25409-25-0Relevant articles and documents
Enzymatic Hydrolysis of Ethyl 3-Hydroxy-3-phenylpropanoate: Observations on an Enzyme Active-Site Model
Boaz, Neil W.
, p. 4289 - 4292 (1992)
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Chemoenzymatic synthesis of both enantiomers of 3-hydroxy- and 3-amino-3-phenylpropanoic acid
Varga, Annamaria,Zaharia, Valentin,Nogradi, Mihaly,Poppe, Laszlo
, p. 1389 - 1394 (2013/12/04)
Ethyl (S)-3-hydroxy-3-phenylpropionate (S)-2 was obtained by the asymmetric reduction of ethyl 3-phenyl-3-oxopropionate 1 with the yeast Saccharomyces cerevisiae (ATCC 9080). The kinetic resolution of racemic ethyl 2-acetoxy-3-phenyl-propionate rac-3 with the same microorganism, gave after hydrolysis ethyl (R)- and (S)-3-hydroxy-3-phenylpropionates (R)-2 and (S)-2 which were converted by a straightforward series of reactions to the enantiomers of 3-amino-3-phenyl-propionic acids (S)-6 and (R)-6. The asymmetric reduction and hydrolytic kinetic resolution were also tested with several other whole cell systems under a variety of conditions.
Synthesis of Novel Diastereomeric Diphosphine Ligands and Their Applications in Asymmetric Hydrogenation Reactions
Qiu, Liqin,Qi, Jianying,Pai, Cheng-Chao,Chan, Shusun,Zhou, Zhongyuan,Choi, Michael C. K.,Chan, Albert S. C.
, p. 4599 - 4602 (2007/10/03)
(Matrix Presented) Diastereomeric biaryl diphosphine ligands 10 and 11 with added chiral centers on the backbone were synthesized. Substrate-directed asymmetric synthesis occurred in the coupling step of the preparation of the diastereomeric diphosphine oxides. The diastereomeric diphosphine oxides were easily separated by column chromatography with silica gel. Ruthenium catalysts containing these ligands were highly effective in the hydrogenation of 2-(6′-methoxy-2′-naphthyl)propenoic acid and β-ketoesters. The additional chiral centers had a significant influence on the enantioselectivity and activity of the catalysts.
