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Formal Cycloaddition of Disubstituted Ketenes with 2-Oxoaldehydes Catalyzed by Chiral N-Heterocyclic Carbenes.

  作者 He, Lin;Lv, Hui;Zhang, Yan-Rong;Ye, Song;  
  选自 期刊  Journal of Organic Chemistry;  卷期  2008年73-20;  页码  8101-8103  
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[摘要]Chiral N-heterocyclic carbenes were found to be efficient catalysts for the formal [2 + 2] cycloaddn. reactions of alkyl(aryl)ketenes with 2-oxoaldehydes to afford b-lactones, e.g. I, with a-quaternary-b-tertiary stereocenters in high yields with good diastereoselectivities and excellent enantioselectivities (up to 99% ee). Both alkyl(aryl)ketenes and diarylketene worked well in this reaction.

 
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