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Synthetic efforts toward the bicyclo[3.2.1]octane fragment of rhodojaponin III.

Publication ,  Journal Article
Webster, CG; Park, H; Ennis, AF; Hong, J
Published in: Tetrahedron letters
May 2021

Rhodojaponin III is a grayanane-type diterpenoid natural product with a novel chemical scaffold. It shows potent antinociceptive activity and may represent a new class of natural non-opioid analgesics with a novel mode of action. We explored the Au(I)-catalyzed Conia-ene cyclization and the Mn(III)-mediated radical cyclization of alkynyl ketones for the synthesis of the bicyclo[3.2.1]octane fragment of rhodojaponin III. These strategies will be applicable in the synthesis of rhodojaponin III and analogs for future biological studies.

Duke Scholars

Published In

Tetrahedron letters

DOI

ISSN

0040-4039

Publication Date

May 2021

Volume

71

Start / End Page

153055

Related Subject Headings

  • Organic Chemistry
  • 3405 Organic chemistry
  • 3404 Medicinal and biomolecular chemistry
  • 3101 Biochemistry and cell biology
  • 0305 Organic Chemistry
  • 0304 Medicinal and Biomolecular Chemistry
 

Citation

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Webster, C. G., Park, H., Ennis, A. F., & Hong, J. (2021). Synthetic efforts toward the bicyclo[3.2.1]octane fragment of rhodojaponin III. Tetrahedron Letters, 71, 153055. https://doi.org/10.1016/j.tetlet.2021.153055
Webster, Caroline G., Hyeri Park, Amanda F. Ennis, and Jiyong Hong. “Synthetic efforts toward the bicyclo[3.2.1]octane fragment of rhodojaponin III.Tetrahedron Letters 71 (May 2021): 153055. https://doi.org/10.1016/j.tetlet.2021.153055.
Webster CG, Park H, Ennis AF, Hong J. Synthetic efforts toward the bicyclo[3.2.1]octane fragment of rhodojaponin III. Tetrahedron letters. 2021 May;71:153055.
Webster, Caroline G., et al. “Synthetic efforts toward the bicyclo[3.2.1]octane fragment of rhodojaponin III.Tetrahedron Letters, vol. 71, May 2021, p. 153055. Epmc, doi:10.1016/j.tetlet.2021.153055.
Webster CG, Park H, Ennis AF, Hong J. Synthetic efforts toward the bicyclo[3.2.1]octane fragment of rhodojaponin III. Tetrahedron letters. 2021 May;71:153055.
Journal cover image

Published In

Tetrahedron letters

DOI

ISSN

0040-4039

Publication Date

May 2021

Volume

71

Start / End Page

153055

Related Subject Headings

  • Organic Chemistry
  • 3405 Organic chemistry
  • 3404 Medicinal and biomolecular chemistry
  • 3101 Biochemistry and cell biology
  • 0305 Organic Chemistry
  • 0304 Medicinal and Biomolecular Chemistry