7032-67-9Relevant 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
Diarylborinic acid derivatives as a catalytic iminium ion generator in the mannich-type reaction using secondary amines, aldehydes, and ketene silyl acetals
Tanaka, Yusuke,Hasui, Tomoaki,Suginome, Michinori
body text, p. 1239 - 1242 (2009/04/05)
Reactions of secondary amines, aldehydes, and ketene silyl acetals were efficiently promoted by catalytic amounts of diarylborinic acid esters, Ar 2B(OR), affording β-amino esters selectively with no formation of the corresponding β-hydroxy esters. Georg Thieme Verlag Stuttgart.
