Electrolytic partial fluorination of organic compounds. Part 61: The first example of direct α-fluorination of protected α-amino acids

✍ Scribed by Daisuke Baba; Toshio Fuchigami

• Publisher: Elsevier Science
• Year: 2002
• Tongue: French
• Weight: 125 KB
• Volume: 43
• Category: Article
• ISSN: 0040-4039
• DOI: 10.1016/s0040-4039(02)00924-3

✦ Synopsis

Regioselective anodic a-monofluorination of oxazolidines 1 derived from a-amino acid was successfully carried out. This is the first example of the successful, direct a-fluorination of protected amino acids. Anodic fluorination of methyl N-acetyl pyroglutamate also provided the corresponding a-fluorinated product in moderate yield, while the anodic fluorination of an open-chain a-amino acid, N-(carboethoxy)methylphathalimide, was unsuccessful.