Ruthenium tetroxide oxidation of cyclic N-acylamines by a single layer method: formation of ω-amino acids

✍ Scribed by Mamoru Kaname; Shigeyuki Yoshifuji; Haruki Sashida

• Publisher: Elsevier Science
• Year: 2008
• Tongue: French
• Weight: 105 KB
• Volume: 49
• Category: Article
• ISSN: 0040-4039
• DOI: 10.1016/j.tetlet.2008.02.127

✦ Synopsis

The ruthenium tetroxide oxidation of cyclic N-acyl amines by a 10% NaIO 4 aqueous solution containing tert-butanol as a single layer system resulted in the endo-cyclic C-N bond cleavage to afford the x-amino acids as almost sole products in good yields, while a similar oxidation under the double layer using a NaIO 4 aqueous solution, and ethyl acetate gave the N-acyl lactams.