Dynamic kinetic resolution of racemic N-phthalyl amino acids using ( S)-α-methylpantolactone as the chiral auxiliary

A dynamic kinetic resolution of racemic N-phthalyl amino acids by stereoselective esterification was examined using ( S)-α-methylpantolactone as the chiral auxiliary. The reaction of various racemic N-phthalyl amino acids with this chiral alcohol in the presence of both DCC and DMAP afforded predomi...

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Bibliographic Details
Published in:Tetrahedron: asymmetry 2000-02, Vol.11 (3), p.737-741
Main Authors: Calmes, Monique, Glot, Christèle, Michel, Thibaut, Rolland, Marc, Martinez, Jean
Format: Article
Language:English
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Summary:A dynamic kinetic resolution of racemic N-phthalyl amino acids by stereoselective esterification was examined using ( S)-α-methylpantolactone as the chiral auxiliary. The reaction of various racemic N-phthalyl amino acids with this chiral alcohol in the presence of both DCC and DMAP afforded predominantly the ( S, S)-esters in nearly quantitative yield.
ISSN:0957-4166
1362-511X
DOI:10.1016/S0957-4166(00)00017-3