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

Journal Article (Journal Article)

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.

Full Text

Duke Authors

Cited Authors

  • Webster, CG; Park, H; Ennis, AF; Hong, J

Published Date

  • May 1, 2021

Published In

Volume / Issue

  • 71 /

Start / End Page

  • 153055 -

PubMed ID

  • 34054153

Pubmed Central ID

  • PMC8153367

International Standard Serial Number (ISSN)

  • 0040-4039

Digital Object Identifier (DOI)

  • 10.1016/j.tetlet.2021.153055

Language

  • eng