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CONSTRUCTION OF ALL-CARBON QUATERNARY STEREOCENTERS BY ZINC-MEDIATED BARBIER-TYPE ALLYLATION IN AQUEOUS MEDIA

  作者 TAKAO KENICHI; MIYASHITA TOMO; AKIYAMA NOZOMI; KURISU TAKUYA; TSUNODA KOHEI; TADANO KINICHI  
  选自 期刊  Heterocycles;  卷期  2012年86-1;  页码  147-153  
  关联知识点  
 

[摘要]Stereoselective construction of an all-carbon quaternary stereocenter by Barbier-type allylation in aqueous media is described. Sugar-derived aldehydes, 2,3-O-isopropylidene-D-glyceraldehyde and 2,4-O-benzylidene-D-threose, were reacted with geranyl chloride in the presence of zinc powder to provide gamma-adducts bearing quaternary stereocenters with good stereoselectivity.

 
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