4974-05-4Relevant articles and documents
Lipase catalysed kinetic resolutions of 3-aryl alkanoic acids
Deasy, Rebecca E.,Brossat, Maude,Moody, Thomas S.,Maguire, Anita R.
experimental part, p. 47 - 61 (2011/04/18)
Hydrolase catalysed kinetic resolutions leading to a series of 3-aryl alkanoic acids (≥94% ee) are described. Hydrolysis of the ethyl esters with a series of hydrolases was undertaken to identify biocatalysts that yield the corresponding acids with excellent enantiopurity in each case. Steric and electronic effects on the efficiency and enantioselectivity of the biocatalytic transformation were also explored.
Rh-catalyzed highly enantioselective synthesis of 3-arylbutanoic acids
Sun, Xianfeng,Zhou, Le,Wang, Chun-Jiang,Zhang, Xumu
, p. 2623 - 2626 (2008/02/13)
(Chemical Equation Presented) It's in the mix: The reaction conditions - catalyst, additive, and solvent - have been optimized for the asymmetric hydrogenation of 3-aryl-3-butenoic acids. The rigid, chiral bisphospholane ligand (SP,RC)-DuanPhos is crucial to achieving high enantioselectivity.
Determination of the Enantiomeric Excesses of Chiral Acids by 19F NMR Studies of their Esters deriving from (R)-(+)-2-(Trifluoromethyl)benzhydrol
Brown, Eric,Chevalier, Christelle,Huet, Francois,Grumelec, Christelle Le,Leze, Antoine,Touet, Joel
, p. 1191 - 1194 (2007/10/02)
15-Chiral acids were esterified with optically pure (R)-(+)-2-(trifluoromethyl)benzhydrol (R)-(+)-1, a readily available reagent.With respect to the carboxy group, the stereogenic centre is in the β-position in the case of the acids 5a-10a and 12a-16a, and in the α position in the case of the acids 17a-20a.The diastereomeric excesses of the corresponding esters 5b-10b and 12b-20b, respectively, were easily determined by means of 19F NMR.These d.e. values were in very good agreement with the e.e. values of the corresponding acids when the latter were known compounds.
Efficient Method for the Total Asymmetric Synthesis of the Isomers of β-Methyltyrosine
Nicolas, Ernesto,Russell, K. C.,Knollenberg, J.,Hruby, Victor J.
, p. 7565 - 7571 (2007/10/02)
α-Amino acids modified at the β-carbon atom can provide topographical constraints when incorporated into a peptide.Such modifications can modulate the physical, chemical, and biological properties of the compound.In order to properly evaluate the effect o