Asymmetric catalysis; 138: 1 Synthesis of enantiomerically pure 2-pyridinyl-α-ethanols via diastereomeric camphanic esters

Article abstract of DOI:10.1055/s-2001-16767

New terdentate facially binding ligands based on the 2-pyridinyl-α-ethanol skeleton were prepared as the racemates. Reaction with the enantiomerically pure (-)-(1S,4R)-camphanoyl chloride gave diastereomeric camphanic esters. The pure diastereomers were accessible by separating the diastereomeric esters with medium-pressure silica gel chromatography or fractional crystallization. X-ray structure analysis of the pure camphanic esters established the absolute configurations of the 2-pyridinyl-α-alcohols. The enantiomerically pure alcohols were obtained after saponification of the diastereomerically pure esters.