83551-64-8Relevant academic research and scientific papers
OPTICALLY ACTIVE PERFLUORO-2-PROPOXYPROPIONIC ACID
Kawa, Hajimu,Ishikawa, Nobuo
, p. 843 - 846 (1980)
The diastereomeric amides prepared from (+/-)-perfluoro-2-propoxypropionyl fluoride and (-)-1-phenylethylamine were separated chromatographically, and subsequent hydrolysis of each amide gave (+) and (-)-perfluoro-2-propoxypropionic acids, the first example of optically active and enantiomeric perfluorocarboxylic acids.
The effects of the solvent and the ligand chirality on the regioselectivity of alkene oxidative esterification by PdII carboxylates
Kozitsyna,Martens,Stolyarov,Gekhman,Vargaftik,Moiseev
, p. 1673 - 1681 (2007/10/03)
The effects of the solvent and the ligand chirality on the regioselectivity of oxidative esterificanon of propylene and cyclohexene by PdII carboxylates were studied using achiral (MeCO2-, Me2CHCH2CO2-), racemic ((±)-CF3CF2CF2OC*F(CF3) CO2-) and chiral ((S)-(+)-MeC*H(Et)CO2-, (+)-CF3CF2CF2OC*F(CF3)CO2 -) carboxylate ligands. The oxidation of alkenes in aprotic media (CHCl3, CH2C12, CO2, THF) affords mainly allylic esters (in the case of cyclohexene also homoallylic esters) and the oxidative esterification at the vinylic position is absent. In weakly solvating media (CHCl3, CH2Cl2) the regioselectivity of cyclohexene oxidation (the allyl to homoallyl ratio) increases substantially on going from achiral or racemic acido ligands to chiral acido ligands. In a more donor medium (THF) the ligand chirality effect almost vanishes. The effects of the ligand chirality and the nature of the solvent on the mechanism of alkene oxidation by PdII complexes are discussed.
