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Ferrier-Type N-Glycosylation: Synthesis of N-Glycosides of Enone Sugars

  作者 DING FEIQING; WILLIAM RONNY; LIU XUEWEI  
  选自 期刊  Journal of Organic Chemistry;  卷期  2013年78-3;  页码  1293-1299  
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[摘要]A mild and efficient protocol for the stereoselective synthesis of N-glycosides of enone sugars has been developed. The reaction proceeds to provide N-glycosides of enone sugars in moderate to good yields with preferential alpha-anomeric selectivity. Additionally, applications of the N-glycosides of enone sugar derivatives as precursor to assemble some biochemically functional derivatives have also been explored. This includes the use of N-glycosides of enone sugars as reactive dienophile in asymmetric synthesis of bicyclic adduct through Diels-Alder cycloaddition reaction.

 
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