title: Direct assignment of the relative configuration in acyclic 1,3-diols by 1H NMR spectroscopy.
abstract: [chemical reaction: see text]. Using an operationally simple deuterium isotopic perturbation method, the relative configuration of 1,3-diols can be determined directly using 1H NMR spectroscopy. A comparison of the OH chemical shifts for OH/OH and OH/OD isotopomers provides a reliable assessment of the relative configuration of the diol; anti-1,3-diols within polyacetate and polypropionate frameworks have upfield isotope shifts of 2-16 ppb, whereas syn-1,3-diols show upfield isotope shifts of 20-33 ppb.
authors.affiliation: Department of Chemistry, Pomona College, Claremont, California 91711, USA.
authors.forename: Carolyn E
authors.initials: CE
authors.lastname: Anderson
authors.forename: David K
authors.initials: DK
authors.lastname: Britt
authors.forename: Sheharbano
authors.initials: S
authors.lastname: Sangji
authors.forename: Daniel J
authors.initials: DJ
authors.lastname: O'Leary
authors.forename: Christopher D
authors.initials: CD
authors.lastname: Anderson
authors.forename: Scott D
authors.initials: SD
authors.lastname: Rychnovsky
mesh_terms: D000438:Alcohols / Q000737:chemistry*; D009682:Magnetic Resonance Spectroscopy; D015394:Molecular Structure; D013237:Stereoisomerism
chemical_list: D000438:Alcohols