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Iron-Mediated Intramolecular Metalative Cyclization of a,b-Unsaturated Esters and Amides. Versatile One-Pot Preparation of Bicyclic Ketoesters.

  作者 Hata, Takeshi;Hirone, Naoki;Sujaku, Shiro;Nakano, Kirihiro;Urabe, Hirokazu;  
  选自 期刊  Organic Letters;  卷期  2008年10-21;  页码  5031-5033  
  关联知识点  
 

[摘要]2-Nonen-7-ynedioic or 2-decen-8-ynedioic acid derivs. were treated with an iron reagent generated from FeCl2 and t-BuMgCl in a ratio of 1:4 to give cyclized products after hydrolysis, deuteriolysis, or the addn. of carbonyl compds. Upon reaction with the same iron reagent, 2,7-nonadienedioates afforded bicyclic ketoesters (and their enol forms) after the addn. of s-BuOH or carbonyl compds.

 
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