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Kinetic resolution of d,l-myo-inositol derivatives catalyzed by chiral Cu(II) complex
Authors:Yoshihiro Matsumura  Toshihide Maki  Kazuya Tsurumaki  Osamu Onomura
Affiliation:Graduate School of Biomedical Sciences, Nagasaki University, 1-14 Bunkyo-machi, Nagasaki 852-8521, Japan
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.
Keywords:Kinetic resolution   myo-Inositol   1,2-Diol   Monobenzoylation   Inositol-1-phosphate   Chiral copper complex
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