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

Brunner, Henri and Mijolovic, Darijo and Zabel, Manfred (2001) Asymmetric catalysis; 138: Synthesis of enantiomerically pure 2-pyridinyl-alpha-ethanols via diastereomeric camphanic esters. SYNTHESIS-STUTTGART (11). pp. 1671-1680. ISSN 0039-7881

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Abstract

New terdentate facially binding ligands based on the 2-pyridinyl-alpha -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 diastercomeric 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-pyridinyt-alpha -alcohols. The enantiomerically pure alcohols were obtained after saponification of the diastereomerically pure esters.

Item Type: Article
Uncontrolled Keywords: KETONES; facial coordination; terdentate ligands; chiral 2-pyridinyl-alpha-alcohols; absolute configuration
Subjects: 500 Science > 540 Chemistry & allied sciences
Divisions: Chemistry and Pharmacy > Institut für Anorganische Chemie > Alumni or Retired Professors > Prof. Dr. Henri Brunner
Depositing User: Dr. Gernot Deinzer
Date Deposited: 20 Dec 2021 07:55
Last Modified: 20 Dec 2021 07:55
URI: https://pred.uni-regensburg.de/id/eprint/41246

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