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Modified Shapiro Reactions with Bismesitylmagnesium As an Efficient Base Reagent

  作者 KERR WILLIAM J; MORRISON ANGUS J; PAZICKY MAREK; WEBER TINA  
  选自 期刊  Organic Letters;  卷期  2012年14-9;  页码  2250-2253  
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[摘要]Bismesitylmagnesium has been shown to successfully mediate the Shapiro reaction. A range of tosylhydrazones has been subjected to the developed system, which furnishes exceptionally high incorporation of the introduced electrophiles and good yields of the functionalized styrenes. At conveniently accessible temperatures and with a comparably small excess of base reagent, this protocol offers an efficient alternative to the lithium-mediated process. Importantly, 1.05 equiv of Welnreb amides are sufficient to obtain aryl enones in good yields.

 
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