ABSTRACT
The parallel kinetic resolution of racemic 2-aryl-2-deuterio-propionic and butanoic acids using an equimolar combination of quasi-enantiomeric oxazolidin-2-ones is discussed. The levels of diastereoselectivity were high leading to enantiomerically pure D-labeled products in good yield.
Subject(s)
Biocatalysis , Butyrates/chemistry , Lactation/metabolism , Oxadiazoles/chemistry , Oxazolidinones/chemical synthesis , Propionates/chemistry , Stereoisomerism , Animals , Antifungal Agents/chemistry , Chromatography, High Pressure Liquid , Crystallography, X-Ray , Equipment Design , Female , Flow Injection Analysis , Hydrogen-Ion Concentration , Kinetics , Larva/drug effects , Microbial Sensitivity Tests , Models, Molecular , Molecular Structure , Oxazolidinones/chemistry , Structure-Activity Relationship , Sweetening Agents/chemistryABSTRACT
A series of enantiomerically pure [D,(13)C]-labeled isotopomeric 2-phenylpropionic acids were efficiently synthesized using a diastereoselective alkylation and kinetic resolution strategy.
ABSTRACT
Parallel kinetic resolution of Evans' phenylglycine derived oxazolidinone using an equimolar combination of quasi-enantiomeric active esters (derived from [D,13C]-labeled 2-phenylpropionic acid) was achieved. The levels of stereocontrol were high, leading to products with predictable configurations.
ABSTRACT
Mutual separation of an equimolar mixture of quasi-enantiomeric [D,13C]-labeled isotopomers of pentafluorophenyl 2-phenylpropionate can be achieved efficiently by use of two quasi-enantiomeric Evans' oxazolidinones. The levels of stereocontrol were high, leading to products with predictable configurations.
