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Synthesis of Functionalized 3,4-Dihydropyrans via Rearrangement of the Products of a One-Pot Diastereoselective Assembly of Ketones and Acetylene

  作者 SCHMIDT ELENA YU; TROFIMOV BORIS A; ZORINA NADEZHDA V; MIKHALEVA ALBINA I; USHAKOV IGOR A; SKITALTSEVA ELENA V; KAZHEVA OLGA N; ALEXANDROV GRIGORII G; DYACHENKO OLEG A  
  选自 期刊  European Journal of Organic Chemistry;  卷期  2010年-35;  页码  6727-6730  
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[摘要]The products of the one-pot assembly of ketones and acetylene, 7-methylene-6,8-dioxabicyclo[3.2.1]octanes, congeners of an insect pheromone frontalin, undergo an acid-catalyzed rearrangement to diastereomerically pure 2-acetyl-3,4-dihydropyrans in excellent yields. The synthesis is realizable in a one-pot manner procedure directly from ketones and acetylene.

 
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