First total synthesis of aspinolide B, a new pentaketide produced by Aspergillus ochraceus.

  title={First total synthesis of aspinolide B, a new pentaketide produced by Aspergillus ochraceus.},
  author={Ronaldo Aloise Pilli and Mauricio M. Victor and Armin de Meijere},
  journal={The Journal of organic chemistry},
  volume={65 19},
The first asymmetric total synthesis of Aspinolide B (1), a new 10-membered lactone discovered by chemical screening methods in the cultures of Aspergillus ochraceus, has been accomplished. The key steps included a selective Felkin-type addition of TMS-acetylene to aldehyde 3a and a Nozaki-Hiyama-Kishi coupling reaction to build the required 10-membered ring. This synthesis confirmed the absolute stereochemistry of aspinolide B, established through Helmchen's method and corrected its previously… 
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