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

• Author(s): Alves, M. José ; Fortes, A. Gil ; Lemos, Américo ; Martins, Cristina I.
• Date: 2005
• Persistent ID: http://hdl.handle.net/1822/3419
• Origin: RepositóriUM - Universidade do Minho
• Subject(s): 3-heteroaromatic-2H-azirine; Hetero Diels-Alder; Neber reaction
• Document Type: Article
• Language: English

Description

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