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Determination of absolute configuration using vibrational circular dichroism spectroscopy: phenyl glycidic acid derivatives obtained via asymmetric epoxidation using oxone and a keto bile acid
Institution:1. Laboratory of Laser and Plasma Technologies, University of Applied Sciences and Arts, Von-Ossietzky-Straße 99, 37085 Göttingen, Germany;2. LP3, CNRS – Aix–Marseille University, 163 Av. de Luminy, 13288 Marseille, France;3. Laser–Surface–Plasma Interactions Laboratory, Lasers Department, National Institute for Lasers, Plasma and Radiation Physics, M?gurele, Romania
Abstract:The (+)-enantiomers of the o-Br, m-F and p-CH3 derivatives of trans phenyl glycidic acid have been obtained from the corresponding trans cinnamic acid derivatives using Oxone and the tri-keto bile acid dehydrocholic acid. Vibrational circular dichroism (VCD) spectroscopy of their methyl esters has been used to determine their absolute configurations. In each case, the absolute configurations of both methyl ester and parent acid were shown to be (2S,3R)-(+)/(2R,3S)-(?).
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