Enzyme-Catalyzed Dynamic Kinetic Resolution of 2‑Formylbenzoic Acids for the Asymmetric Synthesis of Phthalidyl Esters and Related Prodrugs

An enzyme-catalyzed dynamic kinetic resolution strategy was applied for the asymmetric synthesis of phthalidyl esters in high yields (up to 95%) and enantiomeric purities (up to 99% ee) through a direct one-pot procedure. Preparation of phthalidyl ester prodrugs and a scale-up reaction demonstrated...

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Bibliographic Details
Published in:Journal of organic chemistry 2023-03, Vol.88 (6), p.3897-3902
Main Authors: Han, Maochun, Liu, Changming, Hu, Lei
Format: Article
Language:English
Subjects:
Catalysis
Esters
Kinetics
Prodrugs
Stereoisomerism
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Summary:An enzyme-catalyzed dynamic kinetic resolution strategy was applied for the asymmetric synthesis of phthalidyl esters in high yields (up to 95%) and enantiomeric purities (up to 99% ee) through a direct one-pot procedure. Preparation of phthalidyl ester prodrugs and a scale-up reaction demonstrated the potential of this method for practical applications.
ISSN:0022-3263
1520-6904
DOI:10.1021/acs.joc.2c02531