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Total Synthesis and Establishment of the Stereochemistry of Spiniferin-1, a Rare Planar Chiral Marine Natural Product with a 1,6-Methano[10]annulene Skeleton

  作者 TIAN WEISHENG; DING KAI; SUN YUNSHAN; CHEN LING; LEI ZHEN  
  选自 期刊  Synthesis;  卷期  2013年45-4;  页码  438-447  
  关联知识点  
 

[摘要]Spiniferin-1, a rare planar chiral natural product with a 1,6-methano[10]annulene skeleton, has been synthesized via a novel polyfluoroalkanosulfonyl fluoride induced cascade carbocation rearrangement reaction. Natural spiniferin-1 was established as a racemic mixture by comparing its specific rotation with those of our synthesized S-p-(+)-spiniferin-1 and its R-p-(-)-enantiomer.

 
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