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Substrate Encapsulation: An Efficient Strategy for the RCM Synthesis of Unsaturated e-Lactones.

  作者 Pentzer, Emily B.;Gadzikwa, Tendai;Nguyen, SonBinh T.;  
  选自 期刊  Organic Letters;  卷期  2008年10-24;  页码  5613-5615  
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[摘要]A facile substrate-encapsulated RCM-based synthesis of 7-membered lactones is reported. Coordination of the a,w-dienyl ester precursor to the bulky Lewis acid (LA) aluminum tris(2,6-diphenylphenoxide) (ATPH) provides a protective extended steric pocket to the olefin moieties, thereby favoring intramol. RCM over intermol. ADMET oligomerization. The LA-encapsulated esters undergo ring-closure in the presence of Ru-based olefin metathesis catalysts to give previously difficult-to-access 7-membered b,g- and g,d-unsatd. lactones in good yields.

 
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