134295-34-4Relevant articles and documents
Highly enantioselective acylation of chlorohydrins using Amano AK lipase from P. fluorescens immobilized on silk fibroin-alginate spheres
Ferreira, Irlon M.,Nishimura, Rodolfo H.V.,Souza, Ana B. Dos A.,Clososki, Giuliano C.,Yoshioka, Sergio A.,Porto, André L.M.
supporting information, p. 5062 - 5065 (2015/01/09)
Aromatic, allylic, and aliphatic compounds containing a chlorohydrin group were selected as substrates for the enzymatic kinetic resolution mediated by Amano AK lipase from Pseudomonas fluorescens immobilized in silk friboin-alginate spheres. Thus, the en
Chemoenzymatic dynamic kinetic resolution of β-halo alcohols. An efficient route to chiral epoxides
Pamies, Oscar,Baeckvall, Jan-E.
, p. 9006 - 9010 (2007/10/03)
Enzymatic resolution of β-chloro alcohols in combination with ruthenium-catalyzed alcohol isomerization led to a successful dynamic kinetic resolution (conversion up to 99% and ee up to 97%). The efficiency of the DKR is dramatically reduced when β-bromo alcohols are used. The presence of the bromo substituent causes decomposition of the ruthenium catalysts, which triggers the progressive deactivation of the enzyme. The synthetic utility of this procedure has been illustrated by the practical synthesis of different chiral epoxides.
Multigram lipase-catalyzed enantioselective acylation in the synthesis of the four stereoisomers of a new biologically active α-aryl-4-piperidinemethanol derivative
Nieduzak,Margolin
, p. 113 - 122 (2007/10/02)
The four stereoisomers of the novel non-narcotic analgesic 1-[2-(4-fluorophenyl)-2-hydroxyethyl]-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).
