Toward creation of a universal NMR database for the stereochemical assignment of acyclic compounds: proof of concept.
[formula: see text] Using the C.5-C.10 portion of the oasomycin class of natural products, the reliability and usefulness of an NMR database for the stereochemical assignment of acyclic compounds has been demonstrated. The predicted relative stereochemistry based on the NMR database has unambiguously been established via synthesis.
Lee
J
J
Department of Chemistry and Chemical Biology, Harvard University, Cambridge, Massachusetts 02138, USA.
Kobayashi
Y
Y
Tezuka
K
K
Kishi
Y
Y
D000900:Anti-Bacterial Agents; D016208:Databases, Factual; D006839:Hydrocarbons, Acyclic / Q000737:chemistry*; D018942:Macrolides / Q000737:chemistry*; D009682:Magnetic Resonance Spectroscopy; D008968:Molecular Conformation; D013237:Stereoisomerism
D000900:Anti-Bacterial Agents; D006839:Hydrocarbons, Acyclic; D018942:Macrolides; C410709:oasomycin