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Anthranilic Acid,as a Fruiting Body Inducing Substance in Favolus arcularius,from a Strain TA 7 of Actinomycetes
Authors:Sawao Murao  Hideo Hayashi  Naoki Tarui
Institution:Department of Agricultural Chemistry, College of Agriculture, University of Osaka Prefecture, Sakai 591, Japan
Abstract:The stereochemical inversion of (R)-5-hydroxymethyl-3-tert-butyl-2-oxazolidinone (la) or (R)-5-hydroxymethyl-3-isopropyl-2-oxazolidinone (lb) to the corresponding (S)-isomer was accomplished via a key intermediate, (R)-3-N-ethoxycarbonyl-N-tert-butylamino-l,2-epoxypropane (5a) or (R)-3-N-ethoxycarbonyl-N-isopropylamino-l,2-epoxypropane (5b), in a high enantiomeric excess. (S)-la (99%e.e.) or (S)-lb (91%e.e.) was thus obtained from the respective (R)-isomer (la; 99%e.e., lb; 95%e.e.).
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