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Novel carbohydrate-derived pyridinecarboxylic organocatalysts for the enantioselective reduction of imines with trichlorosilane |
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| Institution: | 1. Institute of Pharmaceutical Sciences, Pharmaceutical (Bio-) Analysis, University of Tübingen, Auf der Morgenstelle 8, 72076 Tübingen, Germany;2. Kyoto Institute of Technology, Department of Materials Synthesis, Faculty of Molecular Chemistry and Engineering, Matsugasaki, Sakyo-ku, Kyoto 606-8585, Japan;3. Department of Chemistry, Gustavus Adolphus College, 800 West College Avenue, Saint Peter, MN 56082, USA |
| Abstract: | A new type of carbohydrate-derived pyridinecarboxylic organocatalyst was prepared by fine-tuning a d-glucosamine backbone at the C-2 and C-3 positions. The carbohydrate-derived pyridinecarboxylic organocatalyst was used for the enantioselective reduction of imines with trichlorosilane. The reduction proceeded in high yield (up to 93%) and with moderate enantioselectivity (up to 75%). |
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