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A Potential Route to Neuroprostanes and Isoprostanes: Preparation of the Four Enantiomerically Pure Diastereomers of 13-F4t-NeuroP.

  作者 Taber, Douglass F.;Reddy, P. Ganapati;Arneson, Kyle O.;  
  选自 期刊  Journal of Organic Chemistry;  卷期  2008年73-9;  页码  3467-3474  
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[摘要]We report a potential synthetic route to the isoprostanes and the neuroprostanes that could allow ready access to each of the enantiomerically pure diastereomers of the several regioisomers of these important human metabolites. The key transformation in the synthesis is a highly diastereoselective thermal intramol. ene reaction. A crit. observation is that the four enantiomerically pure diastereomers of an intermediate acetylenic ester, e.g. I, are easily sepd. from one another. Each of these four has been carried on to a different enantiomerically pure diastereomer of 13-F4t-neuroprostane, e.g. II.

 
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