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Coupling Reaction of Magnesium Alkylidene Carbenoids with alpha-Sulfonylallyllithiums: An Efficient Route to Multi-Substituted Vinylallenes

  作者 KIMURA TSUTOMU; KOBAYASHI GEN; ISHIGAKI MASASHI; INUMARU MIO; SAKURADA JO; SATOH TSUYOSHI  
  选自 期刊  Synthesis;  卷期  2012年44-23;  页码  3623-3632  
  关联知识点  
 

[摘要]A variety of vinylallenes were successfully synthesized from 1-chlorovinyl p-tolyl sulfoxides and allyl or vinyl sulfones. Allyl and vinyl sulfones served as alpha-sulfonylallyllithium sources were prepared from carbonyl compounds in three or four steps in good overall yields. The coupling reaction of alpha-sulfonylallyllithiums with magnesium alkylidene carbenoids, which were generated from 1-chlorovinyl p-tolyl sulfoxides and isopropylmagnesium chloride, afforded multi-substituted vinylallenes in up to 88% yield.

 
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