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Influence of the O3 Protecting Group on Stereoselectivity in the Preparation of C-Mannopyranosides with 4,6-O-Benzylidene Protected Donors

  作者 CRICH DAVID; SHARMA INDRAJEET  
  选自 期刊  Journal of Organic Chemistry;  卷期  2010年75-24;  页码  8383-8391  
  关联知识点  
 

[摘要]alpha-C-Glucopyranosides and mannopyranosides are obtained in 65-85% yields from 4,6-O-benzylidene-protected glucosyl and mannosyl thioglycosides bearing ester functionality at the 3-O-position by a coupling reaction with C-nucleophiles on activation with diphenyl sulfoxide, 2,4,6-tri-tert-butylpyrimidine, and trifluoromethanesulfonic anhydride.

 
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