title: Lipase-catalyzed kinetic resolution of aryltrimethylsilyl chiral alcohols.
abstract: Lipase-catalyzed kinetic resolution of aryltrimethylsilyl chiral alcohols through a transesterification reaction was studied. The optimal conditions found for the kinetic resolution of m- and p-aryltrimethylsilyl chiral alcohols, led to excellent results, high conversions (c = 50%), high enantiomeric ratios (E > 200) and enantiomeric excesses for the remaining (S)-alcohol and (R)-acetylated product (>99%). However, kinetic resolution of o-aryltrimethylsilyl chiral alcohols did not occur under the same conditions applied to the other isomers.
authors: Institute of Chemistry, University of São Paulo, Av. Prof. Lineu Prestes, n°. 748, SP 05508-900, São Paulo, Brazil. dayvson.palmeira@gmail.com
authors: Dayvson J
authors: DJ
authors: Palmeira
authors: Juliana C
authors: JC
authors: Abreu
authors: Leandro H
authors: LH
authors: Andrade
mesh_terms: D000438:Alcohols / Q000138:chemical synthesis*; D001426:Bacterial Proteins / Q000737:chemistry*; D055162:Biocatalysis; D016956:Burkholderia cepacia / Q000201:enzymology; D007692:Diatomaceous Earth / Q000737:chemistry; D004800:Enzymes, Immobilized / Q000737:chemistry; D004951:Esterification; D007700:Kinetics; D008049:Lipase / Q000737:chemistry* / Q000302:isolation & purification; D008958:Models, Molecular; D013237:Stereoisomerism; D014297:Trimethylsilyl Compounds / Q000138:chemical synthesis*
chemical_list: D000438:Alcohols; D001426:Bacterial Proteins; D004800:Enzymes, Immobilized; D014297:Trimethylsilyl Compounds; D007692:Diatomaceous Earth; C033787:diatomite; D008049:Lipase