217473-33-1Relevant articles and documents
Synthesis and reactivity of new β-enamino acid derivatives: A simple and general approach to β-enamino esters and thioesters
Fustero,Garcia de la Torre,Jofre,Perez Carlon,Navarro,Simon Fuentes,Server Carrio
, p. 8825 - 8836 (2007/10/03)
A new strategy has been developed for the synthesis of several β- enamino acid derivatives. N,N'-Carbonyldiimidazole has been used as C- acylating agent of methyl ketimines, providing a direct and simple route to new β-enamino carbonyl imidazole derivatives 2. These derivatives 2 were cleanly and efficiently transformed into β-enamino esters 4 (X = O) and thioesters 4 (X = S) by reaction with a great variety of alcohols and thiols, including tertiary ones. Alternative and complementary routes to compounds 4 were also investigated. In addition, β-keto esters 6 have been obtained by mild acid hydrolysis of β-enamino esters 4.