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Direct and Stereoselective Synthesis of 1,3-cis-3-Arylsulphonaminodeoxydisaccharides and Oligosaccharides

  作者 DING FEIQING; WILLIAM RONNY; CAI SHUTING; MA JIMEI; LIU XUEWEI  
  选自 期刊  Journal of Organic Chemistry;  卷期  2012年77-12;  页码  5245-5254  
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[摘要]The 3-aminoglycosides are ubiquitous in biologically important classes of glycoconjugates and naturally occurring oligosaccharides. Despite the rapid growth in the development of synthetic method of 3-amino glycosides, the current state-of-the art suffers from limited substrate scope, low yields, long reaction times, and anomeric mixtures. This work presents a novel direct method for the synthesis of 1,3-cis-3-arylsulphonaminodeoxydisaccharides and oligosaccharides via alpha-selective glycosylation and hydroamination of glycal in a one-pot manner. This efficient multicomponent reaction methodology provides ready access to 1,3-cis-3-arylsulphonaminodeoxydisaccharides and oligosaccharides and allows derivatization by variation of each component.

 
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