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Wacker-Type Oxidation of Internal Alkenes using Pd(Quinox) and TBHP

  作者 DELUCA RYAN J; EDWARDS JENNIFER L; STEFFENS LAURA D; MICHEL BRIAN W; QIAO XIAOXIAO; ZHU CHUNYIN; COOK SILAS P; SIGMAN MATTHEW S  
  选自 期刊  Journal of Organic Chemistry;  卷期  2013年78-4;  页码  1682-1686  
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[摘要]The Pd-catalyzed TBHP-mediated Wacker-type oxidation of internal alkenes is reported. The reaction uses 2(4,5-dihydro-2-oxazolyl)quinoline (Quinox) as ligand and TBHP(aq) as oxidant to deliver single ketone constitutional isomer products in a predictable fashion from electronically biased olefins. This methodology is showcased through its application on an advanced intermediate in the total synthesis of the antimalarial drug artemisinin.

 
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