First total synthesis of aspinolide B, a new pentaketide produced by Aspergillus ochraceus.
@article{Pilli2000FirstTS, 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}, year={2000}, volume={65 19}, pages={ 5910-6 } }
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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