• Media type: Text; E-Article
  • Title: Total synthesis of elansolids B1 and B2
  • Contributor: Wang, Liang-Liang [Author]; Kirschning, Andreas [Author]
  • Published: Frankfurt am Main : Beilstein-Institut zur Förderung der Chemischen Wissenschaften, 2017
  • Published in: Beilstein Journal of Organic Chemistry 13 (2017)
  • Issue: published Version
  • Language: English
  • DOI: https://doi.org/10.15488/1805; https://doi.org/10.3762/bjoc.13.124
  • ISSN: 1860-5397
  • Keywords: Total synthesis ; Polyketides ; Polyenes ; Stille reaction ; Suzuki reaction ; Antibiotics
  • Origination:
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  • Description: The elansolids A1–A3, B1, and B2 are secondary metabolites formed by the gliding bacterium Chitinophaga sancti. They show antibacterial activity against Gram-positive bacteria. A second generation total synthesis of the antibiotic elansolid B1 (2) and the first synthesis of elansolid B2 (3) are reported. In contrast to previous work, the (Z,E,Z)-triene at C10–C15 was assembled by using an optimized C–C cross-coupling sequence with a Suzuki cross-coupling reaction as key step.
  • Access State: Open Access
  • Rights information: Attribution (CC BY)