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Lewis acid-catalyzed stereoselective lactonization and subsequent glycosidation of 2-C-malonyl carbohydrates

  作者 PIMPALPALLE TUKARAM M; VIDADALA SRINIVASA RAO; HOTHA SRINIVAS; LINKER TORSTEN  
  选自 期刊  Chemical Communications;  卷期  2011年47-37;  页码  10434-10436  
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[摘要]Gold(III) bromide is a suitable catalyst for the stereoselective cyclization of 2-C-malonyl carbohydrates to the anomeric center under retention of one ester group. Reopening of the lactones with alcohols in the presence of TMSOTf affords allyl, propargyl and benzyl glycosides with high alpha-selectivity.

 
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