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Interconversion of cis- and trans-Fused Oxabicyclo[5.2.0]nonan-2-ones

  作者 Schmidt, K; Margaretha, P  
  选自 期刊  Helvetica Chimica Acta;  卷期  2011年94-11;  页码  1994-2001  
  关联知识点  
 

[摘要]On irradiation (350 nm) in the presence of alkenes (2,3-dimethylbut-2-ene, 1,1-dimethoxyethene, and 2,4,4-trimethylpent-1-ene), benzoxepinone 1 and dioxepinone 2 are converted into mixtures of cis- and trans-fused oxabicyclo[5.2.0]nonan-2-ones. Their relative thermodynamic stabilities (as reflected by the observed diastereoisomer ratios after equilibration with basic alumina) depend on the substitution pattern of the alkene moiety.

 
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