Abstract
A convergent approach to the forskolin skeleton is described. Assembly of a simplified tricyclic framework is achieved in a single step via the dihydropyrone Diels-Alder reaction. Selective manipulation of the resulting cycloadduct, in conjunction with an unusual equilibration of the C8 stereocenter, provides access to scaffolds that differ in relative stereochemistry at both the A/B and B/C ring junctions.
| Original language | English (US) |
|---|---|
| Journal | Synlett |
| DOIs | |
| State | Accepted/In press - 2024 |
Keywords
- Diels-Alder reaction
- diastereoselective synthesis
- equilibration
- forskolin
- fused ring systems
- natural product analogues
- regioselectivity
ASJC Scopus subject areas
- Organic Chemistry