InCl3-catalyzed synthesis of C-pyrrolyl glycosides via tandem condensation of aminosugars and 1,3-dicarbonyl compounds in water |
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| Authors: | Boyu LiGang Wang Zhongjun LiXiangbao Meng |
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| Institution: | State Key Laboratory of Natural and Biomimetic Drugs, Department of Chemical Biology, School of Pharmaceutical Sciences, Peking University, Beijing 100191, China |
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| Abstract: | Various C-pyrrolyl glycosides were obtained through tandem condensation of aminosugars (d-glucosamine and d-galactosamine) and 1,3-dicarbonyl compounds under green conditions in moderate to good yields. The reactions were carried out in the presence of 10 mol % InCl3 in water at 50 °C. A reaction mechanism through carbocation intermediates was proposed. |
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| Keywords: | C-Pyrrolyl glycosides Tandem condensation Carbocation intermediates InCl3 |
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