219618-20-9Relevant academic research and scientific papers
Direct access to cumbersome aminated quaternary centers by hyperbaric aza-Michael additions
Rulev, Alexander Yu.,Azad, Saleha,Kotsuki, Hiyoshizo,Maddaluno, Jacques
experimental part, p. 6423 - 6429 (2011/02/24)
The aza-Michael addition of secondary amines to α, β or ββdisubstituted α, βunsaturated 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 αβδγ-unsaturated esters (alkyl sorbate), the addition took place regioselectively in a 1,6 manner and afforded the β,γ -unsaturated δ-aminoesters. Copyright
