Direct Access to Cumbersome Aminated Quaternary Centers by Hyperbaric Aza??Michael Additions

…, S Azad, H Kotsuki, J Maddaluno

Index: Rulev, Alexander Yu.; Azad, Saleha; Kotsuki, Hiyoshizo; Maddaluno, Jacques European Journal of Organic Chemistry, 2010 , # 33 p. 6423 - 6429

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Citation Number: 10

Abstract

Abstract The aza-Michael addition of secondary amines to α, β-or β, β-disubstituted α, β- unsaturated esters was efficiently achieved under high pressure (10–16 kbar) in protic solvents in the absence of any catalyst. The expected cumbersome β-aminoesters bearing a tertiary amine directly connected to a quaternary carbon atom could be isolated in fair to good yields. By using α, β, δ, γ-unsaturated esters (alkyl sorbate), the addition took place ...