Vinyl radical cyclization onto imino group. Selective 6-endo cyclization onto aldimines leading to 3-methylenepiperidines

✍ Scribed by Ilhyong Ryu; Shin-ichi Ogura; Satoshi Minakata; Mitsuo Komatsu

• Book ID: 104260610
• Publisher: Elsevier Science
• Year: 1999
• Tongue: French
• Weight: 216 KB
• Volume: 40
• Category: Article
• ISSN: 0040-4039
• DOI: 10.1016/s0040-4039(98)02666-5

✦ Synopsis

When 5-exo/6-endo type of vinyl radical cyclization onto aldimine N=C bond was examined using tin hydride mediated radical reaction conditions, selective 6-endo cyclization took place to lead to 3-methylenepiperidines. On the other hand, vinyl radical cyclization onto ketimine N=C bond did not take place.