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Chiral Amine-Triggered Triple Cascade Reactions: A New Approach to Functionalized Decahydroquinolines

  作者 RAI ANKITA; SINGH ATUL K; SINGH SANTOSH; YADAV LAL DHAR S  
  选自 期刊  SYNLETT;  卷期  2011年-3;  页码  335-340  
  关联知识点  
 

[摘要]A chiral amine-triggered highly enantio-and diastereoselective synthesis yielding 69-94% of cis-decahydroquinolines is reported. The synthetic protocol involves a [2+2+2]-annulation via (S)-diphenylprolinol trimethylsilyl ether catalyzed Michael addition of cyclohexanone to nitroalkenes followed by aza-Henryhemiaminalization reaction cascade. The process stereoselectively installs five contiguous chiral centers into the quinoline structure.

 
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