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Camphor Derivatives in Asymmetric Cycloadditions and Rearrangements

  作者 LANGLOIS YVES; KOUKLOVSKY CYRILLE  
  选自 期刊  SYNLETT;  卷期  2009年-19;  页码  3065-3081  
  关联知识点  
 

[摘要]Camphor-derived alpha,beta-unsaturated oxazolines and oxazoline N-oxides are, respectively, Useful dienophiles and dipolarophiles in [2+4] and [2+3] diastereoselective cycloadditions. The scope and limitations of these two reactions as well as their synthetic applications in the synthesis of various natural products are discussed. The Account also covers sigma-[2,3] rearrangement of oxazoline N-oxide, which gives a new insight into the mechanism of this type of reaction. Finally, recent developments in Diels-Alder organocatalyzed cycloaddition with camphor-derived sulfonylhydrazines are also discussed.

 
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