Conversion of (-)-3-Dehydroshikimic Acid into Derivatives of the (+)-Enantiomer
(-)-3-DHS (1), a compound available in large quantity through "engineering" of the shikimic acid pathway, has been converted over eight steps into the methyl ester, ent-2, of the (+)-enantiomer. Methyl (+)-shikimate (15) and its C-3 epimer (ent-5) have also been prepared by related means.
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|Source:||Journal of Organic Chemistry|