Abstract
The desymmetrization of 1,3-diketones using N-heterocyclic carbenes results in the formation of highly enantioenriched cyclopentenes in good yield. The reaction proceeds through a catalytic intramolecular aldol reaction and subsequent β-lactone formation. The expulsion of carbon dioxide at mild reaction temperatures affords the cyclopentene products.
| Original language | English (US) |
|---|---|
| Pages (from-to) | 687-690 |
| Number of pages | 4 |
| Journal | Synthesis |
| Issue number | 4 |
| DOIs | |
| State | Published - 2009 |
Keywords
- Aldol reactions
- Asymmetric catalysis
- Carbenes
- Umpolung
- β-lactones
ASJC Scopus subject areas
- Catalysis
- Organic Chemistry