An unusual Michael addition–dealkylation or elimination via the reaction of tertiary or secondary amines with a (Z)-iodoacrylate

✍ Scribed by Graham Maw; Carl Thirsk; Andrew Whiting

• Book ID: 104231853
• Publisher: Elsevier Science
• Year: 2001
• Tongue: French
• Weight: 109 KB
• Volume: 42
• Category: Article
• ISSN: 0040-4039
• DOI: 10.1016/s0040-4039(01)01806-8

✦ Synopsis

A series of (E)-ammonium or amino acrylates have been prepared via the Michael addition of methyl (Z)-iodoacrylate and several secondary and tertiary alkylamines. Tertiary amines undergo concomitant addition-dealkylation, almost quantitatively producing (E)-dialkylamino acrylates.