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SYNTHESIS OF HUMAN CANCER ASSOCIATED GLOBO-H (MBR1) GLYCOSYLAMINO ACID: SOME MECHANISTIC AND CONFORMATIONAL REINVESTIGATIONS

  作者 ZHU JIANGLONG; WAN QIAN; YANG GUANGBIN; OUERFELLI OUATHEK; DANISHEFSKY SAMUEL J  
  选自 期刊  Heterocycles;  卷期  2009年79-1;  页码  441-449  
  关联知识点  
 

[摘要]The synthesis of an extended globo-H (MBr1 antigen) in the form of a glycosylamino acid is reported. By careful NMR analysis, we found an interesting conformational "flip" on the E ring of some synthetic intermediates. An explanation offered for the successful [3+3] coupling of ABC acceptor 11 and DEF donor 10 possessing a C4 free hydroxyl to produce beta-galactoside in azaglycosidations is reinforced.

 
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