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Novel use of N-carboalkoxy a,b-unsaturated iminium ions as dienophiles in Diels-Alder reactions.

  作者 O'Connor, Patrick D.;Korber, Karsten;Brimble, Margaret A.;  
  选自 期刊  SYNLETT;  卷期  2008年-7;  页码  1036-1038  
  关联知识点  
 

[摘要]Tricyclic spiro-N,O-acetals were assembled in a single step by cycloaddn. of hydroxymethyl dienes to iminium ion-activated dienophiles that were generated by acidolysis of a,b-unsatd. N-carboalkoxy N,O-acetals or b-methoxymethyl N-carboalkoxy enamines. The cycloaddn. was conducted using Sc(OTf)3 as a mild Lewis acid affording the endo adducts in moderate yields.

 
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