Download PDF
Synfacts 2009(10): 1114-1114  
DOI: 10.1055/s-0029-1217843
Metal-Catalyzed Asymmetric Synthesis and Stereoselective Reactions
© Georg Thieme Verlag Stuttgart ˙ New York

Copper-Catalyzed Asymmetric Alkylation of Glycine Derivatives

Contributor(s): Mark Lautens, Chit Tsui
C.-G. Chen, X.-L. Hou*, L. Pu*
Shanghai Institute of Organic Chemistry, P. R. of China and University of Virginia, Charlottesville, USA
Further Information

Publication History

Publication Date:
22 September 2009 (online)

    Permissions and Reprints

Significance

Reported here is a general and practical method for preparing 4-alkylidenyl glutamic acid derivatives 4. High yields and enantioselectivities can be achieved from a glycinate Schiff base 1 and activated allylic acetates 2, using Cu/P,N-ferrocene as the catalyst. The attempt to construct a quaternary carbon center by using an α-methyl-substituted substrate affords the product in decent yield and enantioselectivity.