Synthesis, Enzymatic Resolution, and Stereochemical Characterization of Isoparaconic Acid Derivatives: A Combined Experimental and Theoretical Investigation

ABSTRACT Enantiomerically enriched isoparaconic acid derivatives were obtained by kinetic enzymatic resolution. To explain the solvent dependence observed for their optical rotatory power a computational investigation of their chiroptical properties was performed. Chirality 26:640–650, 2014. © 2014...

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Published in:Chirality (New York, N.Y.) N.Y.), 2014-10, Vol.26 (10), p.640-650
Main Authors: Felluga, Fulvia, Forzato, Cristina, Mazzeo, Giuseppe, Nitti, Patrizia, Pitacco, Giuliana, Superchi, Stefano
Format: Article
Language:English
Subjects:
4-Butyrolactone - analogs & derivatives
4-Butyrolactone - chemical synthesis
4-Butyrolactone - chemistry
Animals
Chemistry Techniques, Synthetic
Chirality
chiroptical properties
Computation
Derivatives
Enrichment
Hydrolases - metabolism
isoparaconic acid derivatives
kinetic enzymatic resolution
Kinetics
Optical properties
Quantum Theory
Solvents
Stereoisomerism
Synthesis (chemistry)
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Summary:ABSTRACT Enantiomerically enriched isoparaconic acid derivatives were obtained by kinetic enzymatic resolution. To explain the solvent dependence observed for their optical rotatory power a computational investigation of their chiroptical properties was performed. Chirality 26:640–650, 2014. © 2014 Wiley Periodicals, Inc.
ISSN:0899-0042
1520-636X
DOI:10.1002/chir.22355