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De Novo Synthesis of the Trisaccharide Subunit of Landomycins A and E.

  作者 Zhou, Maoquan;O'Doherty, George A.;  
  选自 期刊  Organic Letters;  卷期  2008年10-11;  页码  2283-2286  
  关联知识点  
 

[摘要]b-D-olivose as well as the trisaccharide portion of landomycin A from achiral acetyl furan has been developed. The key transformations include the palladium-catalyzed glycosylation, Myers' reductive rearrangement, diastereoselective dihydroxylation, and regioselective Mitsunobu inversion. A Mitsunobu reaction on a six member ring cis-1,2-diol was found to chemoselectively discriminate between equatorial and axial alcs. and to stereoselectively convert cis-1,2-diol into anti-1,2-diol.

 
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