Synfacts 2009(2): 0179-0179  
DOI: 10.1055/s-0028-1087632
Metal-Catalyzed Asymmetric Synthesis and Stereoselective Reactions
© Georg Thieme Verlag Stuttgart ˙ New York

Copper-Catalyzed Mannich Reaction of Glycinate Schiff Bases with Imines

Contributor(s): Mark Lautens, Praew Thansandote
J. Hernández-Toribio, R. G. Arrayás*, J. C. Carretero*
Universidad Autónoma de Madrid, Spain
Further Information

Publication History

Publication Date:
22 January 2009 (online)

Significance

The authors report the synthesis of anti-α,β-diamino esters using a copper-catalyzed Mannich reaction between glycine Schiff bases and 8-quinolyl-protected sulfonylimines. The reaction was also successful for alanine Schiff bases. The deprotection of the 8-quinolyl group on the sulfonylimine can be accomplished by using a large excess of magnesium.