title: Absolute Configuration Assignment of a Paraconic Acid Derivative via Vibrational Circular Dichroism Spectroscopy and Density Functional Theory Calculation.
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.
authors.affiliation: Dipartimento di Chimica e Biologia "Adolfo Zambelli", Università degli Studi Salerno, Fisciano, (SA), Italy.
authors.forename: Sara
authors.initials: S
authors.lastname: Meninno
authors.affiliation: Dipartimento di Chimica e Biologia "Adolfo Zambelli", Università degli Studi Salerno, Fisciano, (SA), Italy.
authors.forename: Paola
authors.initials: P
authors.lastname: Rizzo
authors.affiliation: Dipartimento di Medicina Molecolare e Traslazionale, Università degli Studi di Brescia, Brescia, Italy.
authors.forename: Sergio
authors.initials: S
authors.lastname: Abbate
authors.affiliation: Dipartimento di Medicina Molecolare e Traslazionale, Università degli Studi di Brescia, Brescia, Italy.
authors.forename: Giovanna
authors.initials: G
authors.lastname: Longhi
authors.affiliation: Dipartimento di Medicina Molecolare e Traslazionale, Università degli Studi di Brescia, Brescia, Italy.
authors.forename: Giuseppe
authors.initials: G
authors.lastname: Mazzeo
authors.affiliation: Dipartimento di Chimica e Biologia "Adolfo Zambelli", Università degli Studi Salerno, Fisciano, (SA), Italy.
authors.forename: Guglielmo
authors.initials: G
authors.lastname: Monaco
authors.affiliation: Dipartimento di Chimica e Biologia "Adolfo Zambelli", Università degli Studi Salerno, Fisciano, (SA), Italy.
authors.forename: Alessandra
authors.initials: A
authors.lastname: Lattanzi
authors.affiliation: Dipartimento di Chimica e Biologia "Adolfo Zambelli", Università degli Studi Salerno, Fisciano, (SA), Italy.
authors.forename: Riccardo
authors.initials: R
authors.lastname: Zanasi
mesh_terms: D015107:4-Butyrolactone / Q000031:analogs & derivatives* / Q000737:chemistry*; D002942:Circular Dichroism; D008958:Models, Molecular; D008968:Molecular Conformation; D011789:Quantum Theory; D013237:Stereoisomerism
chemical_list: C571316:paraconic acid; D015107:4-Butyrolactone
keywords: absolute configuration; density functional theory; paraconic acid derivatives; quaternary stereocenters; vibrational circular dichroism; γ-butyrolactones