Investigation of Trimethylenemethane Cyclopentyl-Annulations as a Strategy to Obtain a Functionalized Angular Triquinane Skeleton †

Authors

• S. M. Webber, University of the PacificFollow
• Wade A. Russu, University of the PacificFollow

Document Type

Article

Publication Title

Molecules

Department

Pharmacy

ISSN

14203049

Volume

29

Issue

22

DOI

10.3390/molecules29225358

First Page

1

Last Page

6

Publication Date

11-14-2024

Abstract

The angular triquinane carbocyclic ring system is a component of many natural products found in numerous terrestrial and marine plants. A strategy for the synthesis of functionalized angular triquinanes utilizing two trimethylenemethane (TMM)-based [3+2] cycloaddition reactions is presented. This synthetic strategy employs the intermolecular dyil-trapping reaction to give eventual access to the bicyclo[3.3.0]oct-1-en-3-one system. A subsequent [3+2] cycloaddition with a TMM equivalent provides the angular triquinane carbocyclic framework.

Creative Commons License

This work is licensed under a Creative Commons Attribution 4.0 International License.

Recommended Citation

Webber, S. M. and Russu, Wade A., "Investigation of Trimethylenemethane Cyclopentyl-Annulations as a Strategy to Obtain a Functionalized Angular Triquinane Skeleton †" (2024). Pacific Faculty Work. 64.
https://scholarlycommons.pacific.edu/all-faculty/64