Artigo
Enzymatic resolution by CALB of organofluorine compounds under conventional condition and microwave irradiation
Fecha
2013-10-01Registro en:
Journal of Fluorine Chemistry. Lausanne: Elsevier Science Sa, v. 154, p. 53-59, 2013.
0022-1139
10.1016/j.jfluchem.2013.06.014
WOS:000324007900009
Autor
Ribeiro, Sandra S.
Raminelli, Cristiano [UNIFESP]
Porto, Andre L. M.
Institución
Resumen
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. (C) 2013 Elsevier B.V. All rights reserved.