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Direct synthesis of functionalized allylic boronic esters from allylic alcohols and inexpensive reagents and catalysts.

  作者 Dutheuil, Guillaume;Selander, Nicklas;Szabo, Kalman J.;Aggarwal, Varinder K.;  
  选自 期刊  Synthesis;  卷期  2008年-14;  页码  2293-2297  
  关联知识点  
 

[摘要]A remarkably simple and effective system for the direct conversion of allylic alcs. into high value allylic boronic esters using com. available reagents and catalysts is described. was used as catalyst. E.g., treating 0.50 mmol cinnamyl alc. (1 equiv) with 3 equiv bis(pinacolato)diboron (pinB-Bpin) in 1 mL DMSO and 1 mL anhyd. MeOH contg. 0.05 equiv TsOH and 0.025 equiv 3 at 50? overnight gave 96% PhCH:CHCH2Bpin.

 
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