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Published on: August 18, 2017
Copper ion-induced activation and asymmetric benzoylation of 1,2-diols: kinetic chiral molecular recognition
Yoshihiro Matsumura1, Toshihide Maki, Sachie Murakami
1Department of Pharmaceutical Sciences, Graduate School of Biomedical Sciences, Nagasaki University, 1-14 Bunkyo-machi, Nagasaki 852-8521, Japan. matumura@net.nagasaki-u.ac.jp
Abstract:
New catalytic ability of copper(II) ion has been exploited for monobenzoylation of 1,2-diols. The catalyst can be readily modified by ligation to acquire higher stereoselectivity. Highly effective kinetic resolution of dl-1,2-diols was achieved. The enantiodiscrimination process was clearly shown to be controlled by the kinetics of acylation of dl-1,2-diols. The catalytic method was successfully applied to asymmetric desymmetrization of meso-hydrobenzoin.
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