Abstract
The present article discusses our recent endeavors on natural product syntheses wherein radical reactions are strategically employed to access fused carbocycles. Particular emphasis is placed on the radical cyclizations that made it possible to establish the unique bond connectivity and functionalities of the target natural products. The radical chemistry-based approaches to platencin and clavilactone B are discussed here to show the utility of titanocene(III)-mediated epoxy enone cyclization, decarboxylative radical cyclization of an alkynyl carboxylic acid derivative with lead(IV) in 1,4-dioxane, and samarium(II)-mediated radical cyclization-fragmentation of an unsaturated keto ester, all of which serve as versatile means to elaborate the natural products.
| Original language | English |
|---|---|
| Pages (from-to) | 350-359 |
| Number of pages | 10 |
| Journal | Yuki Gosei Kagaku Kyokaishi/Journal of Synthetic Organic Chemistry |
| Volume | 74 |
| Issue number | 4 |
| Publication status | Published - 2016 |
| Externally published | Yes |
Keywords
- Bioactive natural products
- Decarboxylation
- Fragmentation
- Hydrogen transfer
- Lead tetraacetate
- Radical cyclization
- Samarium diiodide
- Titanocene (III) chloride
- Total synthesis
ASJC Scopus subject areas
- Organic Chemistry