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Chiral Phosphoric‐Acid‐Catalyzed Transfer Hydrogenation of Ethyl Ketimine Derivatives by Using Benzothiazoline |
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| Authors: | Dr Kodai Saito Kosaku Horiguchi Yukihiro Shibata Prof Dr Masahiro Yamanaka Prof Takahiko Akiyama |
| Institution: | 1. Department of Chemistry, Faculty of Science, Gakushuin University, 1‐5‐1 Mejiro, Toshima‐ku, Tokyo 171‐8588 (Japan);2. Department of Chemistry and Research Center for Smart Molecules, Faculty of Science, Rikkyo University, 3‐34‐1 Nishi‐Ikebukuro, Toshima‐ku, Tokyo 171‐8501 (Japan) |
| Abstract: | Chiral phosphoric acid catalyzed transfer hydrogenation of ketimines derived from propiophenone derivatives and reductive amination of alkyl ethyl ketone derivatives were extensively examined in the presence of two representative hydrogen donors. The excellent enantioselective transfer hydrogenation was achieved by use of benzothiazoline as a hydrogen donor. The theoretical studies elucidated that the unsymmetrical structure of benzothiazoline plays an important role in high enantioselective hydrogenation. |
| Keywords: | hydrogen donor hydrogenation organocatalysis reductive amination theoretical studies |