Organocatalytic enantioselective electrophilic amination of benzoyl butyrolactones

Decarboxylative Amination of SMAHOs by Dialkyl Azodicarboxylates

“…[15][16][17][18] As a consequence of their smooth reactivity, the use of dialkyl malonates and related compounds in CÀ N bond forming reactions with dialkyl azodicarboxylates has long constituted a central playground for the organic chemist. [19][20][21] However, whereas several contributions describe the stereoselective addition of cyclic ketoesters to the N=N bond, [22][23][24][25][26][27][28][29][30][31][32] reactions employing acyclic β-dicarbonyl compounds bearing side chains at the α position are more unusual. [33][34][35] Therefore, at the beginning of the 2000s, Jørgensen and coworkers described the enantioselective amination of αsubstituted β-ketoesters employing a Cu(II) bis-oxazoline complex and furnishing the coupling products in high yields and enantiomeric excesses.…”