Regioselective Reduction and Ring Cleavage of Polycyclic Barbituric Acid Analogues Derived from Intramolecular Hetero-Diels−Alder Reactions

✍ Scribed by Lutz F. Tietze; Christian Ott; Holger Geißler; Frank Haunert

• Publisher: John Wiley and Sons
• Year: 2001
• Tongue: English
• Weight: 346 KB
• Volume: 2001
• Category: Article
• ISSN: 1434-193X
• DOI: 10.1002/1099-0690(200105)2001:9<1625::aid-ejoc1625>3.0.co;2-e

✦ Synopsis

The annulated and bridged dihydropyrans 6-8 obtained by a domino-Knoevenagel-hetero-Diels-Alder reaction with N,NЈ-dimethylbarbituric acid were reduced with excess DI-BAL-H at -78 °C to give the corresponding 3-desoxy derivat- [a]