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Asymmetric Synthesis of the Fully Elaborated Pyrrolidinone Core of Oxazolomycin A

  作者 DONOHOE TIMOTHY J; ORIORDAN TIMOTHY J C; PEIFER MANUEL; JONES CHRISTOPHER R; MILES TIMOTHY J  
  选自 期刊  Organic Letters;  卷期  2012年14-21;  页码  5460-5463  
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[摘要]The asymmetric synthesis of the key pyrrolidinone core, including a highly elaborated exocyclic carbon chain, of the gamma-lactam beta-lactone antibiotic oxazolomycin A is described. Principal features include the Birch reduction of an aromatic pyrrole nucleus, a late stage RuO4 catalyzed pyrrolidine oxidation, and a highly diastereoselective organocerium addition to an aldehyde.

 
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