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Intramolecular alpha-Glucosaminidation: Synthesis of Mycothiol

  作者 AJAYI KEHINDE; THAKUR VINAY V; LAPO ROBERT C; KNAPP SPENCER  
  选自 期刊  Organic Letters;  卷期  2010年12-11;  页码  2630-2633  
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[摘要]A protected cyclitol aglycon was tethered to an (N-arylsulfonyl)glucosamine donor by a methylene linker; the exclusively alpha-selective intramolecular glycosyation reaction was then initiated by electrophilic activation of the thioglycoside donor portion. Further transformations of the glycosylation product to give the M. tuberculosis detoxifier mycothiol and its oxidized congener, the disulfide mycothione, are detailed.

 
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