84194-69-4Relevant articles and documents
Enzymatic resolution by CALB of organofluorine compounds under conventional condition and microwave irradiation
Ribeiro, Sandra S.,Raminelli, Cristiano,Porto, André L.M.
, p. 53 - 59 (2013/11/06)
Enzymatic kinetic resolution of organofluorine rac-alcohols by CALB yielded ( )-(R)-2,2,2-trifluoro-1- phenylethanol (2a), ()-(R)-1-(3-bromophenyl)-2,2,2- trifluoroethanol (2b), ()-(R)-1-(4-bromophenyl)- 2,2,2-trifluoroethanol (2c), ()-(S)-1-(2,4,5-trifluorophenyl)ethanol (2d), (+)-(S)-2,2,2-trifluoro-1- phenylethyl acetate (3a), (+)-(S)-1-(3-bromophenyl)-2,2,2-trifluoroethyl acetate (3b), (+)-(S)-1-(4- bromophenyl)-2,2,2-trifluoroethyl acetate (3c) and (+)-(R)-1-(2,4,5-trifluorophenyl)ethyl acetate (3d) in high enantiomeric excess (up to >99% ee). The reactions were conducted under conventional conditions (orbital shaking) and microwave irradiation in toluene and vinyl acetate as acylating agent. The CALB showed excellent selectivities and good yields in the transesterification of fluorinated aromatic compounds.
Entrapment of Pseudomonas cepacia lipase with peracetylated β-cyclodextrin in sol-gel: Application to the kinetic resolution of secondary alcohols
Ghanem, Ashraf,Schurig, Volker
, p. 2547 - 2555 (2007/10/03)
Co-lyophilized Pseudomonas cepacia lipase with peracetylated β-cyclodextrin was immobilized by the sol-gel process. The gel-entrapped lipase/cyclodextrin was prepared by the hydrolysis of methyltrimethoxysilane (MTMS) in the presence of the co-lyophilized lipase with peracetylated β-cyclodextrin prepared with different weight ratios (enzyme to CD). This type of enzyme preparation was subsequently used in the kinetic resolution of a set of secondary alcohols using isopropenyl acetate as an innocuous acyl donor in toluene as the organic medium. The resulting chiral alcohols (substrate) and the corresponding acetates (product) were baseline separated in one analysis without derivatization using gas chromatography on a new chiral stationary phase (CSP) Chirasil-β-Dex containing an undecamethylene spacer (C11-Chirasil-Dex).
Solvolysis of 1-Aryl-2,2,2-trifluoroethyl Sulfonates. Kinetic and Stereochemical Effects in the Generation of Highly Electron-Deficient Carbocations
Allen, Annette D.,Ambidge, I. Christopher,Che, Claudius,Micheal, Hany,Muir, Ronald J.,Tidwell, Thomas T.
, p. 2343 - 2350 (2007/10/02)
Solvolysis rates of sulfonates XC6H4CH(O3SR)CF3 (R = p-Tol or CF3) correlate with ?+(X) with values of ρ+ between -6.7 and -11.9 depending upon solvent.For the tosylates the rates depend on the solvent parameter YOTs with
