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Optical resolution via catalytic generation of chiral auxiliary
Authors:Hiroki Kiyama  Tsubasa Inokuma  Yusuke Kuroda  Yousuke Yamaoka  Kiyosei Takasu  Ken-ichi Yamada
Affiliation:1. Graduate School of Pharmaceutical Sciences, Tokushima University, Shomachi, Tokushima 770-8505, Japan;2. Graduate School of Pharmaceutical Sciences, Kyoto University, Yoshida, Sakyo-ku, Kyoto 606-8501, Japan
Abstract:A new catalytic method for separating enantiomers of racemic compounds is proposed. Catalytic asymmetric addition of racemic trans-2-substituted cyclohexanols to imines provided diastereomeric mixtures of aminals, and the subsequent separation of the enantiomers by silica-gel column chromatography and the hydrolysis of the aminals produced the alcohols in an optically active form.
Keywords:Optical resolution  Chiral alcohols  Chiral magnesium phosphate  Asymmetric addition  Imines
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