title: Addressing the stereochemistry of complex organic molecules by density functional theory-NMR: vannusal B in retrospective.
abstract: We have employed density functional theory (DFT) protocols to calculate the NMR properties of the vannusals, a class of natural products whose structures have been the subject of recent investigations. The originally assigned structure of vannusal B was revised after a long synthetic journey which generated a series of closely related diastereomers. In this work we show how DFT calculations based on density functionals and basis sets designed for the prediction of NMR spectra (M06/pcS-2 level of theory) can be used to reproduce the observed parameters, thereby offering to the synthetic chemist a useful tool to discard or accept putative structures of unknown organic molecules.
authors: Istituto per la Tecnologia delle Membrane del CNR, Unità di Padova, Via Marzolo 1, 35131 Padova, Italy.
authors: Giacomo
authors: G
authors: Saielli
authors: K C
authors: KC
authors: Nicolaou
authors: Adrian
authors: A
authors: Ortiz
authors: Hongjun
authors: H
authors: Zhang
authors: Alessandro
authors: A
authors: Bagno
mesh_terms: D016798:Ciliophora / Q000737:chemistry*; D009682:Magnetic Resonance Spectroscopy / Q000379:methods*; D011789:Quantum Theory; D013141:Spiro Compounds / Q000737:chemistry*; D013237:Stereoisomerism
chemical_list: D013141:Spiro Compounds; C543843:vannusal B