title: 1H NMR determination of absolute configuration of 1- or 2-aryl-substituted alcohols and amines by means of their diastereomers: novel separation technique of diastereomeric derivatives of pyridyl alcohols by extraction.
abstract: A convenient method to determine the absolute configuration of trans-2-aryl cyclohexanols, 1-aryl alcohols and amines was achieved. This method takes advantage of the 1H NMR spectroscopic observations of the remarkable high-field shift of C18-CH3 protons caused by the aromatic shielding effect. It is based on a discrimination of the difference of the environments in two diastereomers derived from 3 beta-acetoxy-5-etienic acid. Furthermore, it was observed that the corresponding diastereomeric derivatives of the pyridyl alcohols were simply separated by extraction based on the difference in their basicity.
authors.affiliation: Department of Materials Chemistry, Graduate School of Engineering, Osaka University 2-1, Yamada-oka, Suita, Osaka 565-0871, Japan. matsugi@chem.eng.osaka-u.ac.jp
authors.forename: Masato
authors.initials: M
authors.lastname: Matsugi
authors.forename: Kinuyo
authors.initials: K
authors.lastname: Itoh
authors.forename: Masatomo
authors.initials: M
authors.lastname: Nojima
authors.forename: Yuri
authors.initials: Y
authors.lastname: Hagimoto
authors.forename: Yasuyuki
authors.initials: Y
authors.lastname: Kita