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First Total Syntheses of (3R,5R)-Sonnerlactone and (3R,5S)-Sonnerlactone

  作者 THIRUPATHI BARLA; GUNDAPANENI RAGHAVA R; MOHAPATRA DEBENDRA K  
  选自 期刊  SYNLETT;  卷期  2011年-18;  页码  2667-2670  
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[摘要]First total syntheses of the macrocyclic natural products (3R,5R)-sonnerlactone and (3R,5S)-sonnerlactone, two new metabolites isolated from the endophytic fungus strain Zh6-B1, have been accomplished in eleven steps with 22% overall yield starting from enantiomerically pure (R)-propylene oxide prepared by hydrolytic kinetic resolution. Other key steps are Sharpless epoxidation, reductive elimination of iodo epoxide, and ring-closing-metathesis reaction for the construction of the macrolactone.

 
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