Kinetic resolution of d,l-myo-inositol derivatives catalyzed by chiral Cu(II) complex |
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Authors: | Yoshihiro Matsumura Toshihide Maki Kazuya Tsurumaki Osamu Onomura |
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Affiliation: | Graduate School of Biomedical Sciences, Nagasaki University, 1-14 Bunkyo-machi, Nagasaki 852-8521, Japan |
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Abstract: | Kinetic resolution of d,l-myo-inositol derivatives having a 1,2-diol functionality by monobenzoylation was achieved using (R,R)-Ph-BOX-Cu(II) as a catalyst. The monobenzoylation preferentially took place at the 1,2-diol functionality via a highly enantiodiscriminatory process, which was largely influenced by a substituent at the position adjacent to the 1,2-diol functionality. This method was applied to a synthesis of biologically important d-inositol-1-phosphate. |
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Keywords: | Kinetic resolution myo-Inositol 1,2-Diol Monobenzoylation Inositol-1-phosphate Chiral copper complex |
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