Synthesis of optically active α-aminobenzolactam via an oxidative–cyclization reaction

✍ Scribed by Ching-Yao Chang; Teng-Kuei Yang

• Book ID: 104359918
• Publisher: Elsevier Science
• Year: 2003
• Tongue: English
• Weight: 199 KB
• Volume: 14
• Category: Article
• ISSN: 0957-4166
• DOI: 10.1016/s0957-4166(03)00408-7

✦ Synopsis

A convergent pathway for the asymmetric synthesis of (-)-a-aminobenzolactam 1 is described. For the first time, the key intermediate N-methoxybenzolactam 8 was prepared from L-homophenylalanine ethyl ester hydrochloride (LHPE•HCl) 5 by employing an oxidative cyclization in the presence of trifluoroacetic acid (TFA).