title: Optically active trans-2-aminocyclopentanols: chemoenzymatic preparation and application as chiral ligands.
abstract: Optically active trans-2-(N,N-dialkylamino)cyclopentanols and their acetates derivatives were obtained with very good chemical yields and enantiomeric excesses (95->/=99%), through a chemoenzymatic methodology based on the lipase-catalyzed acylation of the hydroxyl group. The utility of these compounds was shown by the preparation of the cyclopentylic analog of vesamicol and by their use as ligands in the enantioselective addition of diethylzinc to benzaldehyde.
authors.affiliation: Departamento de Química Orgánica e Inorgánica e Instituto de Biotecnología, Universidad de Oviedo, Oviedo, Spain.
authors.forename: Javier
authors.initials: J
authors.lastname: González-Sabín
authors.forename: Vicente
authors.initials: V
authors.lastname: Gotor
authors.forename: Francisca
authors.initials: F
authors.lastname: Rebolledo
mesh_terms: D000085:Acetates / Q000737:chemistry* / Q000528:radiation effects; D016956:Burkholderia cepacia / Q000201:enzymology*; D002384:Catalysis; D004800:Enzymes, Immobilized / Q000737:chemistry; D004951:Esterification; D007536:Isomerism; D008027:Light; D008049:Lipase / Q000737:chemistry*; D000439:Pentanols / Q000737:chemistry* / Q000528:radiation effects
chemical_list: D000085:Acetates; D004800:Enzymes, Immobilized; D000439:Pentanols; D008049:Lipase