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Iron-Catalyzed Unexpected Easy Access to Stereodefined Trimethylsilyl Vinyl Ketenes

  作者 CHAI GUOBI; FU CHUNLING; MA SHENGMING  
  选自 期刊  Organic Letters;  卷期  2012年14-16;  页码  4058-4061  
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[摘要]Stereodefined trimethylsilyl vinyl ketenes with polysubstitution have been synthesized highly regio- and stereoselectively via an iron-catalyzed reaction of 2-trimethylsilyl-2,3-allenoates with Grignard reagents in good to excellent yields. The reaction was believed to proceed via a conjugate addition and elimination mechanism. Applications of the products for the synthesis of stereodefined alpha-silyl-beta,gamma-unsaturated enones, a stereodefined triene, and polysubstituted phenols have been carefully demonstrated.

 
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