Advanced Synthesis & Catalysis · 2007 · 27 citations · 11 references
Natural SciencesBiochemistryChemistryBiocatalysisCatalysisEnzymologyAmino Acid ChemistryCatalytic MechanismsEnzymatic CatalysisEnzyme KineticsAmino Acid DerivativesAmino Acid ThioestersChiral Resolution Of Amino AcidsDynamic Kinetic ResolutionEnzymatic ResolutionEnzyme Reaction KineticsHydrolysisKinetic Resolution
Abstract The L ‐forms of racemic‐ N‐ protected‐β,γ‐unsaturated α‐amino acid thioesters were found to be substrates for the subtilisin‐catalysed hydrolysis to the corresponding acids. The D ‐enantiomer was continuously racemised in the presence of an organic base. The combined reactions in a biphasic system allowed the deracemisation of the amino acid derivatives based on a dynamic kinetic resolution. Excellent yields and enantioselectivities were achieved.
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Hélène Pellissier · Tetrahedron · 2003 · 561 citations
From a Racemate to a Single Enantiomer: Deracemization by Stereoinversion
Christian Gruber, Iván Lavandera, Kurt Faber et al. · Advanced Synthesis & Catalysis · 2006 · 198 citations · Full text