4.8 Article

N-Heterocyclic Carbene Catalyzed C-Glycosylation: A Concise Approach from Stetter Reaction

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ORGANIC LETTERS
卷 14, 期 1, 页码 174-177

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AMER CHEMICAL SOC
DOI: 10.1021/ol202959y

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  1. Nanyang Technological University [RG50/08]
  2. Ministry of Health, Singapore [NMRC/H1N1R/001/2009]

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Described herein is the first example of an organocatalytic approach for acylanion addition to the anomeric carbon of 2-nitroglucal using an N-heterocyclic carbene catalyst. Control over the reaction conditions gives beta-selective and nitro-eliminated C-glycosides, providing opportunities to produce new classes of C-glycoside.

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