Base-Catalyzed Intramolecular 5-exo-dig Cyclization of 2-Propynyl-1,3-dicarbonyl Compounds: An Atom-Economic Route to Stereodefined 2-Methylene-2,3-dihydrofurans
A new and straightforward base‐catalyzed 5‐exo‐trig cyclization of 2‐propynyl‐1,3‐dicarbonyl compounds leads to the corresponding stereodefined 2‐methylene‐2,3‐dihydrofurans in excellent yields. A regio‐ and stereoselective 5‐exo‐dig cyclization of 2‐propynyl‐1,3‐dicarbonyl compounds under metal‐fre...
Gespeichert in:
Veröffentlicht in: | European journal of organic chemistry 2014-08, Vol.2014 (23), p.4999-5003 |
---|---|
Hauptverfasser: | , , , , , |
Format: | Artikel |
Sprache: | eng |
Schlagworte: | |
Online-Zugang: | Volltext |
Tags: |
Tag hinzufügen
Keine Tags, Fügen Sie den ersten Tag hinzu!
|
Zusammenfassung: | A new and straightforward base‐catalyzed 5‐exo‐trig cyclization of 2‐propynyl‐1,3‐dicarbonyl compounds leads to the corresponding stereodefined 2‐methylene‐2,3‐dihydrofurans in excellent yields.
A regio‐ and stereoselective 5‐exo‐dig cyclization of 2‐propynyl‐1,3‐dicarbonyl compounds under metal‐free conditions has been developed. This reaction constitutes a new and straightforward method for the efficient synthesis of stereodefined 2‐methylene‐2,3‐dihydrofurans. Spiro‐dihydrofurans can also be prepared in excellent yields by this approach. |
---|---|
ISSN: | 1434-193X 1099-0690 |
DOI: | 10.1002/ejoc.201402542 |