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| Synthesis of C-aryl Glycosides Catalyzed by CuI/TMEDA |
| MAO Ze-wei, RAO Gao-xiong |
| School of Traditional Chinese Medicine, Yunnan University of Traditional Chinese Medicine, Kunming 650500, China |
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Abstract C-aryl glycosides(2a~2c) were stereoselectively synthesized by substitution reaction of 2,3,4,6- tetra-O- acetyl-α-D-glucopyranosyl bromide and aryl Grignard reagents, using THF as the solvent and CuI/TMEDA as the catalyst. The structures were confirmed by 1H NMR and 13C NMR. Under the optimized reaction conditions(THF as the solvent, 10%CuI and 10%TMEDA as the catalyst, and the reaction temperature was 0 ℃), the yields of 2a~2c were 58%~71% and α/β were 1/6.5~1/7.1.
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Received: 17 April 2015
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