Transition-metal-catalyzed group transfer reactions for selective C-H bond functionalization of artemisinin |
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Authors: | Liu Yungen Xiao Wenbo Wong Man-Kin Che Chi-Ming |
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Institution: | Department of Chemistry, The University of Hong Kong, Pokfulam Road, Hong Kong, China. |
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Abstract: | Three types of novel artemisinin derivatives have been synthesized through transition-metal-catalyzed intramolecular carbenoid and nitrenoid C-H bond insertion reactions. With rhodium complexes as catalysts, lactone 11 was synthesized via carbene insertion reaction at the C16 position in 90% yield; oxazolidinone 13 was synthesized via nitrene insertion reaction at the C10 position in 87% yield based on 77% conversion; and sulfamidate 14 was synthesized via nitrene insertion reaction at the C8 position in 87% yield. |
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