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REGIOSELECTIVE RING EXPANSION OF 3,3-DIMETHYLAZIRIDIN-2-CARBOXYLATE AND A PHOTOCHEMICAL ENTRY TO THE PENEM NUCLEUS

  作者 WHITE JAMES D; FURUTA TAKUYA  
  选自 期刊  Heterocycles;  卷期  2009年79-1;  页码  347-352  
  关联知识点  
 

[摘要]3,3-Dimethylaziridin-2-carboxylates undergo ring expansion with thiocyanates to give a 4,4-dimethylthiazolidin-5-carboxylate as the major product. Irradiation of a N-cysteinyl-3,3-dimethylaziridin-2-carboxylate was found to give a penem in low yield, presumably via a transient thioaldehyde which added across the aziridine N-C(3) bond.

 
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