Construction of Chiral Multi-Functionalized Polyheterocyclic Benzopyran Derivatives by Using an Asymmetric Organocatalytic Domino Reaction
The asymmetric domino reaction of various α,α‐dicyano olefins to 3‐nitro‐2H‐chromenes was studied employing readily available cinchona‐derived bifunctional thioureas as organocatalysts. These new transformations were highly regio‐, chemo‐, diastereo‐, and enantioselective simultaneously giving chira...
Gespeichert in:
Veröffentlicht in: | European journal of organic chemistry 2012-12, Vol.2012 (35), p.6924-6932 |
---|---|
Hauptverfasser: | , , , |
Format: | Artikel |
Sprache: | eng |
Schlagworte: | |
Online-Zugang: | Volltext |
Tags: |
Tag hinzufügen
Keine Tags, Fügen Sie den ersten Tag hinzu!
|
Zusammenfassung: | The asymmetric domino reaction of various α,α‐dicyano olefins to 3‐nitro‐2H‐chromenes was studied employing readily available cinchona‐derived bifunctional thioureas as organocatalysts. These new transformations were highly regio‐, chemo‐, diastereo‐, and enantioselective simultaneously giving chiral multi‐functionalized polyheterocyclic benzopyran derivatives with multi‐chiral carbon centers.
Chiral multi‐functionalized polyheterocyclic benzopyran derivatives were easily obtained with excellent diastereoselectivities and good‐to‐excellent enantioselectivities from electron‐deficient α,α‐dicyano olefins and 3‐nitro‐2H‐chromene derivatives under mild and simple conditions. |
---|---|
ISSN: | 1434-193X 1099-0690 |
DOI: | 10.1002/ejoc.201200928 |