Stereoselective Chiral Recognition of Amino Alcohols with 2,2'-Dihydroxybenzil.

  title={Stereoselective Chiral Recognition of Amino Alcohols with 2,2'-Dihydroxybenzil.},
  author={Min-Seob Seo and Daeyoung Sun and Hyunwoo Kim},
  journal={The Journal of organic chemistry},
  volume={82 13},
2,2'-Dihydroxybenzil is demonstrated to be a highly diastereoselective stereodynamic receptor for the chiral recognition of amino alcohols. The receptor by forming diimine compounds with amino alcohols showed good (11:1) to excellent (>50:1) diastereoselectivity in chloroform. The existence of intramolecular hydrogen bonding with amino alcohols only in an axial conformer is demonstrated by 1H NMR and CD spectroscopy, X-ray crystallography, and DFT computations. The exciton chirality method can… CONTINUE READING