Hafinium (IV) promoted synthesis of 2,3-unsaturated N- and C-pseudoglycosides via Type I Ferrier Rearrangement |
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| Authors: | Peiran Chen Xiaoying Zhang |
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| Institution: | 1. Donghua University, 2999 Renmin Road North, Songjiang District, Shanghai 201620, China;2. Key Laboratory of Synthetic Chemistry of Natural Substances, Shanghai Institute of Organic Chemistry, CAS, Shanghai 200032, China |
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| Abstract: | By using Hf(OTf)4 as the catalyst, a series of 2,3-N- and C-unsaturated-glucosides have been synthesized from 3,4,6-tri-O-acetyl-d-glucal, 2,4,6-tri-O-benzyl-d-glucal and ((2R,3S)-3-acetoxy-2,3-dihydrofuran-2-yl)methyl acetate under mild reaction conditions in good yields with high anomeric selectivities. |
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| Keywords: | 2 3-Unsaturated glycoside Type I Ferrier Rearrangement |
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