Synthesis of O-aminodihydroartemisinin via TMS triflate catalyzed C-O coupling reaction |
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Authors: | Kim Byung Ju Sasaki Tomikazu |
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Institution: | Department of Chemistry, University of Washington, Seattle, Washington 98195-1700, USA. |
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Abstract: | O-Aminodihydroartemisinin was synthesized for the first time via TMS triflate catalyzed coupling reaction of O-acetylartemisinin. The reaction proceeds with high yield without losing the endoperoxide of the artemisinin backbone. The new coupling reaction was employed to prepare artemisinin O-glycosides with improved water solubility. O-Aminodihydroartemisinin reacts readily with benzaldehyde to give the corresponding oxime derivative, demonstrating the potential of this compound for the preparation of various artemisinin conjugates. |
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