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Pericyclic Reaction of a Zwitterionic Salt of an Enedione-diazoester. A Novel Strategy for the Synthesis of Highly Functionalized Resorcinols

  作者 LIU YU; BAKSHI KANWARPAL; ZAVALIJ PETER; DOYLE MICHAEL P  
  选自 期刊  Organic Letters;  卷期  2010年12-19;  页码  4304-4307  
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[摘要]Enedione-diazoesters formed from 3-TBSO-2-diazo-3-butenoates undergo base-catalyzed pericyclization that with dinitrogen extrusion and methyl migration provide a novel and efficient route to 2-carboalkoxyresorcinols. Intercepting the intermediate enolate anion with methyl vinyl ketone leads to the corresponding 4-substituted 2-carboalkoxyresorcinol and suggests generalization of this methodology.

 
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