1,4-Reductive Addition of Hydrazoic Acid to γ-Oxo-α,β-unsaturated δ-Lactones and -Lactams: A Convenient Route to α-Amino-γ-oxo-α,β-unsaturated δ-Lactones and -Lactams

✍ Scribed by Sofia D. Koulocheri; Serkos A. Haroutounian; Costas D. Apostolopoulos; Raj K. Chada; Elias A. Couladouros

• Publisher: John Wiley and Sons
• Year: 1999
• Tongue: English
• Weight: 261 KB
• Volume: 1999
• Category: Article
• ISSN: 1434-193X
• DOI: 10.1002/(sici)1099-0690(199906)1999:6<1449::aid-ejoc1449>3.0.co;2-9

✦ Synopsis

γ-Oxo-α,β-unsaturated δ-lactones and lactams, which are in high yields, of the corresponding α-amino-γ-oxo-α,βunsaturated δ-lactones and -lactams, compounds of great easily accessible from their corresponding 2-furylcarbinols, were used as substrates for the 1,4-reductive addition of biological and synthetic interest. hydrazoic acid. The outcome of the reaction is the formation, the methods reported hitherto of oxo enamine preparation [a