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Synthesis and Functionalization of 3-Alkylidene-1,2-diazetidines Using Transition Metal Catalysis

  作者 BROWN MICHAEL J; CLARKSON GUY J; INGLIS GRAHAM G; SHIPMAN MICHAEL  
  选自 期刊  Organic Letters;  卷期  2011年13-7;  页码  1686-1689  
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[摘要]An efficient two-step synthesis of a wide range of 3-methylene-1,2-diazetidines has been developed through application of a Cu(I)-catalyzed 4-exo ring closure. The double bond of this new class of strained heterocycle can be functionalized in a stereocontrolled manner by using palladium-catalyzed Heck reactions. Moreover, chemoselective reduction of 3-alkylidene-1,2-diazetidines gives access to saturated 1,2-diazetidines and vicinal diamines.

 
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