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Regio- and Stereoselective Synthesis of Alkyl Allylic Ethers via Gold(I)-Catalyzed Intermolecular Hydroalkoxylation of Allenes with Alcohols.

  作者 Zhang, Zhibin;Widenhoefer, Ross A.;  
  选自 期刊  Organic Letters;  卷期  2008年10-10;  页码  2079-2081  
  关联知识点  
 

[摘要]Reaction of 1-phenyl-1,2-butadiene with 2-phenyl-1-ethanol catalyzed by a 1:1 mixt. of a gold(I) N-heterocyclic carbene complex and AgOTf at room temp. for 1 h led to isolation of (E)-(3-phenethoxy-1-butenyl)benzene in 96% yield as a single regio- and stereoisomer. Gold(I)-catalyzed intermol. allene hydroalkoxylation was effective for monosubstituted, 1,1- and 1,3-disubstituted, trisubstituted, and tetrasubstituted allenes and for a range of primary and secondary alcs., methanol, phenol, and propionic acid.

 
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