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Tuning efficiency of the 4-exo-trig cyclization by the electronic effect: ring closure of 3,3-difluoro-4-pentenyl carbon radicals and synthesis of a gem-difluorocyclobutane nucleoside

  作者 KUMAMOTO HIROKI; KAWAHIGASHI SACHIKO; WAKABAYASHI HIROMI; NAKANO TOMOHIKO; MIYAIKE TOMOKO; KITAGAWA YASUYUKI; ABE HIROSHI; ITO MIKA; HARAGUCHI KAZUHIRO; BALZARINI JAN; BABA MASANORI; TANAKA HIROMICHI  
  选自 期刊  Chemical Communications;  卷期  2012年48-89;  页码  10993-10995  
  关联知识点  
 

[摘要]4-exo-trig Cyclization reaction of a 4-pentenyl carbon radical containing the gem-difluoromethylene moiety adjacent to a radical accepting alpha,beta-unsaturated ester was found to proceed efficiently to furnish a novel gem-difluorocyclobutane derivative. The cyclized product could be transformed into a gem-difluoromethylene analogue of oxetanocin T.

 
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