Ethyl 3-(2-pyridyl)-2H-azirine-2-carboxylate : synthesis and reactivity with di...

• Author(s): Alves, Maria José Chão ; Fortes, Gil ; Lemos, A. ; Martins, Cristina I.
• Date: 2005
• Persistent ID: http://hdl.handle.net/10400.1/1522
• Origin: Sapientia - Universidade do Algarve
• Subject(s): Azirinas; Diels-Alder; Heterociclos; Neber reaction; Cicloadição
• Document Type: Article
• Language: English

Description

Ethyl 3-(2-pyridyl)-2H-azirine-2-carboxylate, the first example of an 3-heteroamatic 2H-azirine has been prepared. The reaction of ethyl 3-(2-pyridyl)-2H-azirine-2-carboxylate with conjugated 1,3-dienes, under mild conditions and in the absence of Lewis acid catalyst, afforded cycloadducts in good yield and high stereoselectivity.