107536-33-4Relevant academic research and scientific papers
METALLIC COPPER CATALYSIS OF N-ARYLATION OF AMINES BY TRIARYLBISMUTH DIACYLATES
Barton, Derek H. R.,Finet, Jean-Pierre,Khamsi, Jamal
, p. 3615 - 3618 (1986)
The N-arylation of aliphatic and aromatic amines by triarylbismuth diacylates under neutral conditions is strongly catalysed by copper powder at room temperature.
Cu(I)-carbenoid- and Ag(I)-Lewis acid-catalyzed asymmetric intermolecular insertion of α-diazo compounds into N-H bonds
Bachmann, Stephan,Fielenbach, Doris,Jorgensen, Karl Anker
, p. 3044 - 3049 (2004)
Chiral Cu(I)-bisoxazoline- and Cu(I)-PN-complexes were found to catalyze the intermolecular insertion of α-diazo compounds into N-H bonds. The insertion reactions proceed with enantioselectivities of up to 28% ee for the different α-diazo acetates into one of the N-H bonds of different amines. Analogous chiral Ag(I) complexes were found to give higher enantioselectivities of up to 48% ee, however, lower yields were obtained. There are indications, that the Ag(I)-mediated reactions follow a different reaction mechanism compared to the Cu(I)-catalyzed insertions. It is demonstrated that different α-amino acid derivatives can be obtained via this approach in good yields and with low to moderate enantioselectivities. However, the results obtained are the highest asymmetric inductions obtained for an intermolecular N-H insertion via chiral carbene complexes or chiral Lewis acid catalysis.
A Straightforward Three-Component Synthesis of α-Amino Esters Containing a Phenylalanine or a Phenylglycine Scaffold
Haurena, Caroline,Le Gall, Erwan,Sengmany, Stephane,Martens, Thierry,Troupel, Michel
supporting information; experimental part, p. 2645 - 2650 (2010/07/02)
A range of α-amino esters has been synthesized in good to high yields using a straightforward three-component reaction among preformed or in situ generated aromatic or benzylic organozinc reagents, primary or secondary amines, and ethyl glyoxylate. The procedure, which is characterized by its simplicity, allows the concise synthesis of esters bearing a phenylglycine or a phenylalanine scaffold.
