Carbon-13 nuclear magnetic resonance spectroscopy of 1-tetralols and chroman-4-ols

Abstract

¹³ C N.m.r. spectra of 1-tetralol, chroman-4-ol, and their substituted homologues have been determined. The CH(OH) resonances of 1-tetralol and chroman-4-ol indicate that their hydroxy-groups prefer a pseudoaxial orientation, as a result of A^(1,2) strain. ¹³C N.m.r. spectra of stereoisomeric flavanols support the configurational relationship reported by Clark-Lewis et al. and by others that the α-isomer corresponds to the cis- and the β-isomer to the trans-form.