T. Nieduzak, A. Margolin
1991
Citations
1
Influential Citations
20
Citations
Journal
Tetrahedron-asymmetry
Abstract
Abstract The four stereoisomers of the novel non-narcotic analgesic 1-[2-(4-fluorophenyl)-2-hydroxyethyl]-4-4 (4-fluorophenyl)hydroxymethyl]-piperidine 1 were synthesized in a convergent manner from chiral precursors 2 and 3 . Optical resolution via enantioselective acylation in organic media, catalyzed by a lipase from Pseudomonas sp., was utilized in the preparation of 2 and 3 on a multigram scale with high enantiomeric purity (≥97% ee).