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- Title
Absolute Configuration Assignment of a Paraconic Acid Derivative via Vibrational Circular Dichroism Spectroscopy and Density Functional Theory Calculation.
- Authors
Meninno, Sara; Rizzo, Paola; Abbate, Sergio; Longhi, Giovanna; Mazzeo, Giuseppe; Monaco, Guglielmo; Lattanzi, Alessandra; Zanasi, Riccardo
- Abstract
Density functional theory calculation of the vibrational circular dichroism spectrum was used to assign the absolute configuration of an all-carbon quaternary β-stereocenter of a γ-butyrolactone recently synthesized through an asymmetric organocatalytic tandem aldol/lactonization sequence. Comparison with the experimental spectrum is satisfactory, on account of the fact that spectroscopic features are weak due to the presence of multiple conformers. As a result, the ( R) absolute configuration was assigned to the (+) optical isomer. Chirality 28:110-115, 2016. © 2015 Wiley Periodicals, Inc.
- Subjects
BUTYROLACTONES; CHEMICAL derivatives; VIBRATIONAL circular dichroism; SPECTROMETRY; DENSITY functional theory
- Publication
Chirality, 2016, Vol 28, Issue 2, p110
- ISSN
0899-0042
- Publication type
Article
- DOI
10.1002/chir.22553