Determination of absolute configurations of tertiary alcohols by NMR spectroscopy

Article abstract of DOI:10.1246/cl.1999.1181

A method has been developed for determining the absolute configurations of acyclic tertiary alcohols using their 2NMA [methoxy-(2-naphthyl)acetic acid] esters. The ¹H NMR spectra of (R)-and (S)-2NMA esters of model compounds were measured, and Δδ values (δ_R-ester - δ_S-ester) were calculated. The absolute configuration for tertiary hydroxy group is determined based on the sign of Δδ values like that for secondary hydroxy group.