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Updated: Jun 1, 2026

From a Natural Product to Its Biosynthetic Gene Cluster: A Demonstration Using Polyketomycin from Streptomyces diastatochromogenes Tü6028
Published on: January 13, 2017
Synthesis and structural revision of phomopsin B, a novel polyketide carrying a 10-membered cyclic-ether ring
Yuko Izuchi1, Hiroyuki Koshino, Yayoi Hongo
1RIKEN, Wako, Saitama 351-0198, Japan.
Abstract:
Total synthesis of the proposed structure 2 for phomopsin B was achieved by using an intramolecular olefin metathesis as a key step. The spectral data, however, did not match with those of the natural product reported. Re-examination of the reported NMR data led to the structural revision of phomopsin B to known dothiorelone A 18. The R configuration of dothiorelone A was determined by total synthesis through a cross-metathesis with a chiral olefin 19.
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