Formal Total Synthesis of Daphnenoid A
Abstract
A formal total synthesis of 5/5/5/6 caged-like daphnenoid A was accomplished. The strategy involves a Morita-Baylis-Hillman reaction to construct a precursor for the key intramolecular Diels-Alder reaction (IMDA). Notably, the IMDA indicated opposite chemoselectivity when the configuration of stereocenter (C7) changed. Several intermediates we synthesized showed stronger anti-inflammation activities compared to daphnenoid A.
Fields of Study & Subjects
Biological Activity of Diterpenoids and Biflavonoids
Advanced Synthetic Organic Chemistry
Organic Chemistry Synthesis Methods
Publication details
- Journal / source
- ChemPlusChem
- Volume
- 91
- Issue
- 1
- Pages
- e202500703–e202500703
- Publication date
- 1 January 2026
- Language
- EN